WO2000061099A1 - Aqueous cosmetic product which contains tartaric or citric acid esters of the alkyl polyglucose and an acidic active substance with preservative properties - Google Patents
Aqueous cosmetic product which contains tartaric or citric acid esters of the alkyl polyglucose and an acidic active substance with preservative properties Download PDFInfo
- Publication number
- WO2000061099A1 WO2000061099A1 PCT/EP2000/002967 EP0002967W WO0061099A1 WO 2000061099 A1 WO2000061099 A1 WO 2000061099A1 EP 0002967 W EP0002967 W EP 0002967W WO 0061099 A1 WO0061099 A1 WO 0061099A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- group
- composition according
- alkyl
- hair
- Prior art date
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 11
- 230000002335 preservative effect Effects 0.000 title claims abstract description 5
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 title claims description 21
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 title claims description 10
- 239000011975 tartaric acid Substances 0.000 title claims description 8
- 235000002906 tartaric acid Nutrition 0.000 title claims description 8
- 239000013543 active substance Substances 0.000 title abstract description 17
- 125000000217 alkyl group Chemical group 0.000 title description 34
- 230000002378 acidificating effect Effects 0.000 title 1
- 239000002253 acid Substances 0.000 claims abstract description 20
- 150000002148 esters Chemical class 0.000 claims abstract description 16
- 150000003839 salts Chemical class 0.000 claims abstract description 15
- 150000007513 acids Chemical class 0.000 claims abstract description 14
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 7
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 6
- 150000001720 carbohydrates Chemical group 0.000 claims abstract description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims abstract description 6
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 6
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 4
- 150000001768 cations Chemical class 0.000 claims abstract description 4
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 4
- 239000005017 polysaccharide Substances 0.000 claims abstract description 4
- 150000003628 tricarboxylic acids Chemical class 0.000 claims abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 3
- -1 alkaline earth metal cation Chemical class 0.000 claims description 53
- 239000003795 chemical substances by application Substances 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 24
- 239000004094 surface-active agent Substances 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 13
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 12
- 238000011282 treatment Methods 0.000 claims description 9
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 8
- 238000004140 cleaning Methods 0.000 claims description 8
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 7
- 125000000129 anionic group Chemical group 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 7
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 claims description 6
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 6
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 6
- 239000008103 glucose Substances 0.000 claims description 6
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 5
- 229960004889 salicylic acid Drugs 0.000 claims description 5
- 239000000344 soap Substances 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- 239000002585 base Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 3
- 239000006260 foam Substances 0.000 claims description 3
- 239000004334 sorbic acid Substances 0.000 claims description 3
- 235000010199 sorbic acid Nutrition 0.000 claims description 3
- 229940075582 sorbic acid Drugs 0.000 claims description 3
- 150000001558 benzoic acid derivatives Chemical class 0.000 claims description 2
- 239000012459 cleaning agent Substances 0.000 claims description 2
- 239000002280 amphoteric surfactant Substances 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 description 27
- 239000000047 product Substances 0.000 description 26
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 16
- 229920000642 polymer Polymers 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 230000003750 conditioning effect Effects 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 239000002453 shampoo Substances 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 7
- 125000002252 acyl group Chemical group 0.000 description 7
- 150000002191 fatty alcohols Chemical class 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000009826 distribution Methods 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 235000015165 citric acid Nutrition 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 239000002563 ionic surfactant Substances 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000003531 protein hydrolysate Substances 0.000 description 5
- 235000000346 sugar Nutrition 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 4
- 239000003093 cationic surfactant Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 235000018102 proteins Nutrition 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 229920000289 Polyquaternium Polymers 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 229920006322 acrylamide copolymer Polymers 0.000 description 3
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 3
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 229920006317 cationic polymer Polymers 0.000 description 3
- 150000001805 chlorine compounds Chemical class 0.000 description 3
- VWTINHYPRWEBQY-UHFFFAOYSA-N denatonium Chemical compound [O-]C(=O)C1=CC=CC=C1.C=1C=CC=CC=1C[N+](CC)(CC)CC(=O)NC1=C(C)C=CC=C1C VWTINHYPRWEBQY-UHFFFAOYSA-N 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
- 244000144725 Amygdalus communis Species 0.000 description 2
- 235000011437 Amygdalus communis Nutrition 0.000 description 2
- 244000144730 Amygdalus persica Species 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 229930091371 Fructose Natural products 0.000 description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 2
- 239000005715 Fructose Substances 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 235000019502 Orange oil Nutrition 0.000 description 2
- 235000006040 Prunus persica var persica Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 244000299461 Theobroma cacao Species 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 235000020224 almond Nutrition 0.000 description 2
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 2
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 229960001610 denatonium benzoate Drugs 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical class C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229930182830 galactose Natural products 0.000 description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 229930182470 glycoside Natural products 0.000 description 2
- 239000008266 hair spray Substances 0.000 description 2
- 229940119170 jojoba wax Drugs 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 239000001630 malic acid Substances 0.000 description 2
- 235000011090 malic acid Nutrition 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 229920001542 oligosaccharide Polymers 0.000 description 2
- 150000002482 oligosaccharides Chemical class 0.000 description 2
- 239000010502 orange oil Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 2
- 229940081510 piroctone olamine Drugs 0.000 description 2
- 150000003077 polyols Chemical group 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 2
- 239000004299 sodium benzoate Substances 0.000 description 2
- 235000010234 sodium benzoate Nutrition 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- WTVHAMTYZJGJLJ-UHFFFAOYSA-N (+)-(4S,8R)-8-epi-beta-bisabolol Natural products CC(C)=CCCC(C)C1(O)CCC(C)=CC1 WTVHAMTYZJGJLJ-UHFFFAOYSA-N 0.000 description 1
- RGZSQWQPBWRIAQ-CABCVRRESA-N (-)-alpha-Bisabolol Chemical compound CC(C)=CCC[C@](C)(O)[C@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-CABCVRRESA-N 0.000 description 1
- MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 description 1
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- VSKCCZIUZNTICH-ZPYUXNTASA-N (e)-but-2-enoic acid;ethenyl acetate Chemical compound C\C=C\C(O)=O.CC(=O)OC=C VSKCCZIUZNTICH-ZPYUXNTASA-N 0.000 description 1
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 1
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- OWEGWHBOCFMBLP-UHFFFAOYSA-N 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)-3,3-dimethylbutan-2-one Chemical compound C1=CN=CN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 OWEGWHBOCFMBLP-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- PZNPLUBHRSSFHT-RRHRGVEJSA-N 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCC PZNPLUBHRSSFHT-RRHRGVEJSA-N 0.000 description 1
- FBJAGEQLOUPXHL-UHFFFAOYSA-N 1-sulfanylethanesulfonic acid Chemical compound CC(S)S(O)(=O)=O FBJAGEQLOUPXHL-UHFFFAOYSA-N 0.000 description 1
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 1
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- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 229940105956 tea-dodecylbenzenesulfonate Drugs 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- NJRXVEJTAYWCQJ-UHFFFAOYSA-N thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/34—Higher-molecular-weight carboxylic acid esters
- C09K23/36—Esters of polycarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Definitions
- the invention relates to aqueous cosmetic compositions for the treatment of hair or skin, which are formulated on a mild surfactant basis, and to the use of these compositions for cleaning hair and skin.
- the cleaning and care of skin and hair as well as the decorative design of the hairstyle are important components of human body care.
- the efforts to make optimized products available to the hairdresser as well as the end user are correspondingly great.
- One focus of the development work is of course on the actual product properties, be it the cleaning effect of a shampoo, a shower bath or a liquid soap, the care effect of a hair treatment or skin cream, the coloring properties of a coloring agent or a tint, the quality of a perm or the hairstyle hold of a setting or Hair sprays.
- attempts are increasingly being made to prevent possible undesirable side effects, such as can occur in certain consumer groups such as allergy sufferers or very sensitive people.
- the invention therefore relates to aqueous cosmetic compositions for treating the hair or the skin on a mild surfactant base, which contain as surfactant at least one ester of a hydroxy-substituted bicarbonic acid or tricarboxylic acid (A) with the general formula (I),
- X is H or a -CH, COOR group
- YH or -OH is, provided that when X is -CH 2 COOR, Y is R, R, R 1 and R 2 independently of one another are a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group consisting of etherified (C 6 -C lg ) alkyl Polysaccharides having 1 to 6 monomeric saccharide units and etherified aliphatic (C 6 -C I6 ) hydroxyalkyl polyols having 2 to 16 hydroxyl radicals are selected, on the condition that at least one of the groups R.
- etherified (C 6 -C lg ) alkyl Polysaccharides having 1 to 6 monomeric saccharide units and etherified aliphatic (C 6 -C I6 ) hydroxyalkyl polyols having 2 to 16 hydroxyl radicals are selected
- R 1 or R 2 is a Z is radical, and an active ingredient with preservative properties (B) selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids. their derivatives and their physiologically tolerable salts with the proviso that the pH of the agent is in the range from 4 to 5.5.
- B an active ingredient with preservative properties
- the compounds of formula (I) are, for example, from European patent EP-B1-0 258 814 and from the articles by N. Burns, Drug Cosmet. Ind. 160 (3), 42 (1997) and T. Verzotti et al., Cosmetic News XX-112, 29 (1997).
- this prior art does not provide any indication of the agents according to the invention.
- R, R 1 and R 2 preferably represent alkali metal cations, in particular the sodium ion, alkaline earth metal cations, in particular the magnesium ion, and the ammonium ion.
- the group Z is preferably an etherified (C 6 -C 18 ) alkyl polysaccharide.
- Group Z preferably contains glucose as the saccharide.
- C 6 -C 16 -alkyl groups in particular are used as alkyl groups, the choice of unbranched saturated groups being preferred.
- the alkyl groups can, however, also be mixtures which are obtained when natural fats and oils are processed. Mixtures consisting essentially of C 8 -C 10 alkyl groups, C 12 -C 14 alkyl groups or
- C8-I6 alkyl groups may be preferred in the invention.
- Group Z contains 1 to 6 monomeric saccharide units. According to a preferred embodiment, the group Z contains 2 to 6 glucose units. However, it may also be preferred to use groups Z with 1.2 to 3. in particular 1.3 to 2. glucose units. It should be noted that mixtures always arise in the synthesis, and these numerical values are derived from the stoichiometric ratio of the starting substances fatty alcohol and saccharide.
- the compounds according to formula (I) are derivatives of citric acid, tartaric acid or malic acid. Such compounds which are derivatives of citric acid and in particular tartaric acid are preferred according to the invention.
- the agents according to the invention can of course also contain more than one surfactant (A) of the formula (I).
- the agents according to the invention preferably contain the compounds of formula (I) in amounts of 0.5 to 8.0% by weight, particularly preferably in amounts of 1 to 5% by weight and in particular in amounts of about 2 to 3% by weight. -%, each based on the total mean.
- the agents according to the invention contain an active substance with preserving properties (B), selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids, their derivatives and their physiologically tolerable salts.
- Preferred active ingredients (B) are sorbic acid, laevulinic acid, benzoic acid and salicylic acid and the physiologically tolerable salts of these acids.
- the alkali metal salts, in particular the sodium salt, the alkaline earth metal salts, in particular the calcium or magnesium salt, and the ammonium salt are preferably used as physiologically compatible salts.
- Preferred active ingredients B are salicylic acid and sorbic acid. Laevulinic acid and its salts. A combination of two or more active substances (B) is also encompassed by the teaching according to the invention. Combinations of salicylic acid or a salicylic acid salt, especially sodium salicylate, and benzoic acid or a benzoic acid salt, especially sodium benzoate, have proven to be outstandingly suitable according to the invention. The combination of sodium benzoate / salicylic acid is very particularly preferred.
- the agents according to the invention preferably contain the active ingredients (B) in amounts of 0.1 to 2.0% by weight, based on the total agent.
- the upper limit can be lower for certain connections, according to the legal regulations of some states.
- the agents according to the invention contain water as the third mandatory component.
- the agents according to the invention have a pH in the range from 4 to 5.5.
- any acid or base that can be used for cosmetic purposes can be used to adjust this pH.
- an acid may be preferred to use an acid from the group of edible acids ren such as acetic acid, lactic acid, tartaric acid.
- Citric acid Malic acid.
- citric acid and lactic acid is particularly preferred.
- the cosmetic agent is not subject to any restrictions.
- the mildness of the preparations according to the invention is particularly effective in agents for treating the hair and skin, in particular for cleaning and maintaining the hair and skin.
- the agent according to the invention is a hair cleanser (shampoo), a shower bath, a foam bath or a liquid soap.
- shampoos and shower baths are preferred representatives of this embodiment.
- These agents can contain all other ingredients known for such preparations.
- the shampoos, shower baths, foam baths and liquid soaps according to the invention preferably contain at least one further cleaning component.
- This is selected in particular from the group of anionic, ampholytic, zwitterionic and nonionic surfactants;
- cationic surfactants can also be used.
- Suitable anionic surfactants in agents according to the invention are all anionic surface-active substances suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. B. a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be included. Examples of suitable anionic surfactants are, in each case in the form of the sodium. Potassium, magnesium and ammonium as well as the mono-, di- and trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group,
- Ether carboxylic acids of the formula RO- (CH2 "CH2 ⁇ ) ⁇ -CH2-COOH, in which R is a linear alkyl group with 10 to 22 C atoms and x 0 or 1 to 16, amide ether carboxylates of the formula [R-NH (-CH 2 -CH 2 -O) n -CH, -COO] m Z, in which R is a linear or branched, saturated or unsaturated acyl radical having 2 to 29 carbon atoms, n is an integer from 1 to 10, m is a number 1 or 2 and Z represents a cation from the group of the alkali or alkaline earth metals, acyl sarcosides with 10 to 18 C atoms in the acyl group, acyl taurides with 10 to 18 C atoms in the acyl group, acyl isethionates with 10 to 18 C atoms in the acyl group,
- Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids with 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, and sulfosuccinic acid and dialkyl esters with 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid mono- alkyl polyoxyethyl ester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
- Non-ionic surfactants contain z.
- B a polyol group. a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups.
- Such connections are, for example
- Preferred nonionic surfactants are alkyl polyglycosides of the general formula RO- (S) ⁇ . These connections are characterized by the following parameters.
- the alkyl radical R contains 6 to 22 carbon atoms and can be either linear or branched. Primary linear and methyl-branched aliphatic radicals in the 2-position are preferred. Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. 1-Octyl, 1-decyl, 1-lauryl, 1-myristyl are particularly preferred. When using so-called "oxo alcohols" as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.
- the alkyl polyglycosides which can be used according to the invention can contain, for example, only a certain alkyl radical R. Usually, however, these compounds are made from natural fats and oils or mineral oils. In this case, the alkyl radicals R are mixtures corresponding to the starting compounds or corresponding to the respective working up of these compounds.
- Cg and CJQ alkyl groups essentially of C ⁇ 2 and C j 4 alkyl groups, essentially of Cg to C j g alkyl groups or essentially of C j 2 * to C j ⁇ alkyl groups .
- Any mono- or oligosaccharides can be used as sugar building block S.
- Sugar with 5 or 6 carbon atoms and the corresponding oligosaccharides are usually used.
- sugars are glucose and fructose.
- Preferred sugar units are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
- alkyl polyglycosides which can be used according to the invention contain an average of 1.1 to 5 sugar units. Alkyl polyglycosides with x values from 1.1 to 1.6 are preferred. Alkyl glycosides in which x is 1.1 to 1.4 are very particularly preferred.
- the alkyl glycosides can also serve to improve the fixation of the fragrance components on the hair.
- the skilled person is therefore in the event that an effect of the perfume oil beyond the duration of the hair treatment if the hair is desired, preferably use this class of substances as a further ingredient of the preparations according to the invention.
- alkoxylated homologs of the alkyl polyglycosides mentioned can also be used according to the invention. These homologues can contain on average up to 1% ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
- the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from natural vegetable or animal raw materials in the production of these substances, so that substance mixtures with different alkyl chain lengths depending on the respective raw material are obtained.
- both products with a "normal” homolog distribution and those with a narrowed homolog distribution can be used.
- “Normal” homolog distribution is understood to mean mixtures of homologs which are used in the reaction of fatty alcohol and alkylene oxide using alkali metals. Alkali metal hydroxides or alkali metal alcoholates as catalysts.
- narrow homolog distributions are obtained if, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts. The use of products with a narrow homolog distribution can be preferred.
- zwitterionic surfactants can be used, in particular as co-surfactants.
- Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COO - or -SO group in the molecule.
- Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N, N- dimethylammonium glycinate, for example the cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
- a preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
- Ampholytic surfactants are also particularly suitable as co-surfactants.
- Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C -C -alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO H group in the molecule and are capable of forming internal salts .
- suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids.
- Alkyliminodipropionic acids N-hydroxyethyl 1-N-alkylamidopropylglycine.
- N-AI ky I-taurines N-alkyl sarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group.
- Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C; 2. 18 acyl sarcosine.
- cationic surfactants which can be used in the hair treatment compositions according to the invention are, in particular, quaternary ammonium compounds.
- Ammonium halides in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammomium chlorides, eg. B. cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammomium chloride.
- the very readily biodegradable quaternary ester compounds such as those sold under the trademark Stepantex ®
- Dialkylammomummethosulfate and methyl-hydroxyalkyl-dialkoyloxyalkyl-ammonium methosulfate and the corresponding products of the Dehyquart ® series, as cationic surfactants are used.
- the quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
- the shampoos according to the invention preferably contain the further cleaning components in amounts of from 5.0 to 40% by weight, in particular from 5.0 to 20% by weight. based on the respective preparation.
- Preparations of particularly great mildness are obtained if, in addition to the surfactants (A), a zwitterionic surfactant, in particular of the betaine type. is used. Anionic and / or nonionic surfactants can then be added as further surfactants.
- Nonionic surfactants in particular of the alkylglycoside type, have proven to be outstandingly suitable according to the invention.
- the agents according to the invention preferably also contain at least one organic thickener.
- Such thickeners are, for example, thickeners such as agar, guar gum, alginates, cellulose ethers, gelatin, pectins and / or xanthan gum.
- Ethoxylated fatty alcohols in particular those with limited homolog distribution as they are, for example, as a commercial product under the name Arlypon ® F (Henkel) on the market, alkoxylated methyl glucoside, such as the product Glucamate ® DOE 120 (Amerchol), and ethoxylated Propylenglykolester, such as the product Antil ® 141 (Goldschmidt) can be preferred organic thickeners.
- hair treatment products can include shampoos, hair rinses, hair treatments. Permanent wave agents (wave lotions, fixatives), hair colorants, hair tinting agents. Hair fastener. Trade hair sprays, hair lotions or hair tip fluids.
- the preparations can be used as solutions, emulsions, gels. Creams. Aerosols or lotions are formulated; they can remain on the hair or, after a short exposure time, which can be preferred, rinsed out again.
- the agents according to the invention which also serve for hair treatment, contain at least one conditioning active ingredient.
- this improves the combability of the hair after the treatment. This is especially recommended for shampoos that are formulated for the "children" target group in order to correspond to the well-known sensitivity of children when combing, especially of wet hair.
- Cationic polymers are preferred as conditioning agents.
- polymers that contain a quaternary nitrogen atom, for example in the form of an ammonium group.
- Preferred cationic polymers are, for example, quaternized cellulose derivatives, such as are available under the names of Celquat ® and Polymer JR ® commercially.
- the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives.
- Polymeric dimethyl diallyl ammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid under the names Merquat ® 100 (Poly (dimethyldiallylammonium chloride)) and Merquat ® 550 (dimethyl-diallylammo niumchlorid-acrylamide copolymer) commercially available products are examples of such cationic polymers.
- Copolymers of vinyl pyrrolidone with quaternized derivatives of dialkyl inoacrylate and methacrylate such as, for example, vinyl quaternized with diethyl sulfate pyrrolidone-dimethylaminomethacrylate copolymers.
- Such compounds are commercially available under the names Gafquat ® 734 and Gafquat ® 755.
- Vinylpyrrolidone methoimidazolinium chloride copolymers such as those sold under the name Luviquat ®, quaternized polyvinyl alcohol, as well as those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers having quaternary nitrogen atoms in the polymer main chain.
- Ampho-polymers are also suitable as conditioning agents.
- Ampho-polymers are amphoteric polymers, ie polymers which contain both free amino groups and free -COOH or SOßH groups in the molecule and which are capable of forming internal salts, are zwitterionic polymers which contain quaternary ammonium groups and -COO " in the molecule. - or -SO3 " groups, and summarized those polymers which contain -COOH or S ⁇ 3H groups and quaternary ammonium groups.
- amphopolymer suitable is that available under the name Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1,1,3, 3-tetramethylbutyl) acrylamide and two or more monomers from the group Acrylic acid, methacrylic acid and their simple esters.
- preferred amphopolymers are composed of unsaturated carboxylic acids (e.g. acrylic and methacrylic acid), cationically derivatized unsaturated carboxylic acids (e.g.
- acrylamidopropyl-trimethyl-ammomum chloride and optionally other ionic or nonionic monomers, such as in German Offenlegungsschrift 39 29 973 and that The prior art cited therein can be found.
- the cationic or amphoteric polymers are preferably present in the preparations according to the invention in amounts of 0.1 to 5% by weight, based on the entire preparation.
- Protein hydrolyzates in particular elastin, collagen, keratin, milk protein, soy protein, almond protein, pea protein, potato protein, oat protein.
- Corn protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates are also suitable as conditioning agents. Products based on plants can be preferred according to the invention.
- Silicone oils and silicone gums suitable as conditioning agents are, in particular, dialkyl and alkylarylsiloxanes, such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, and their alkoxylated and quaternized analogs.
- dialkyl and alkylarylsiloxanes such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, and their alkoxylated and quaternized analogs.
- silicones are the products sold by Dow Corning under the names DC 190, DC 200 and DC 1401 and the commercial product Fancorsil * LIM-1.
- cationic silicone oils such as, for example, the commercially available products Q2-7224 (manufacturer: Dow Corning; a stabilized trimethylsilylamodimethicone), Dow Corning® 929 emulsion (containing a hydroxylamino-modified silicone, also known as amodimethicone) will), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; di-quaternary polydimethylsiloxanes, Quaternium-80).
- a suitable anionic silicone oil is the product Dow Corning ® 1784.
- Alkyla idoamines in particular fatty acid amidoamines such as the stearylamidopropyldimethylamine available under the name Tego Amid ® S 18, are characterized not only by a good conditioning effect but also by their good biodegradability.
- Quaternary ester compounds so-called “esterquats”, such as the dialkylammonium methosulfates sold under the trademark Stepantex ® and the corresponding products of the Dehyquart 3 series are also very readily biodegradable.
- Preferred vegetable oils and waxes as conditioning agents are jojoba oil. Sunflower oil, orange oil, almond oil, wheat germ oil and peach seed oil. Jojoba oil and orange oil are particularly preferred.
- the amount of dissolved inorganic salts is limited to less than 2% by weight, in particular less than 0.5% by weight. It should also be noted that such salts are not only e.g. to adjust the viscosity, but can also be introduced by other active ingredients, in particular surfactants.
- nonionic polymers such as, for example, vinylpyrrolidone / vinyl acrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone / vinyl acetate copolymers, anionic polymers such as polyacrylic and polymethacrylic acids, their salts, their copolymers with acrylic and methacrylic acid esters and - amides and their derivatives, which are obtained by crosslinking with polyfunctional agents, polyoxycarboxylic acids, such as polyketo and polyaldehydocarboxylic acids and their salts, and polymers and copolymers of crotonic acid with esters and amides of acrylic and methacrylic acid, such as vinyl acetate-crotonic acid and vinyl acetate- Vinyl propionate-crotonic acid copolymers, structurants such as glucose and maleic acid, hair-conditioning compounds such as phospholipids, for example soy lecithin, egg lec
- Solubilizers such as ethanol. Isopropanol, ethylene glycol. Propylene glycol. Glycerin, diethylene glycol and ethoxylated triglycerides, dyes,
- Anti-dandruff active ingredients such as climbazole, piroctone olamine and zinc omadine, active ingredients such as bisabolol, allantoin, panthenol, niacinmid, tocopherol and plant extracts, light stabilizers,
- Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers, fats and waxes such as walrus, beeswax, montan wax, paraffins, esters, glycerides and fatty alcohols, fatty acid alkanolamides,
- Complexing agents such as EDTA, NTA, ß-alaninediacetic acid and phosphonic acids.
- Swelling and penetration substances such as PCA, glycerin, propylene glycol monoethyl ether.
- Opacifiers such as latex or styrene / acrylamide copolymers, pearlescent agents such as ethylene glycol mono- and distearate or PEG-3 distearate, direct dyes so-called coupler and developer components as oxidation dye precursors,
- Reducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cytamine, thio malic acid and ⁇ -mercaptoethanesulfonic acid, oxidizing agents such as hydrogen peroxide, potassium bromate and sodium bromate, blowing agents such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air and
- the invention also relates to the use of an agent according to one of claims 1 to 10 for cleaning skin and hair.
- N, N-Dimethyl-N-coconut amidopropylammonium acetobetaine (approx. 30% active substance in water; INCI name: Cocamidopropyl betaine) (CLARIANT) N-coconut fatty acid amidoethyl-N-2-hydroxyethylglycine sodium salt (approx. 50% active substance in water; INCI name : Disodium Cocoamphodiacetate) (WITCO) neutralized ester of alkyl polyglucose with tartaric acid (approx. 30% active substance in water; INCI name (provisional): Sodium Cocopolyglucose Tartrate) (CESALPINIA) neutralized ester of alkyl polyglucose with citric acid (approx. 30% active substance in water ; INCI name (provisional): Sodium Cocopolyglucose Citrate) (CESALPINIA)
- HOFFMANN LA-ROCHE quaternized hydroxyethyl cellulose (INCI name: Polyquaternium-10) (AMERCHOL)
- Dimethyldiallylammonium chloride-acrylamide copolymer (approx. 9% active substance in water; INCI name: Polyquaternium-7) (MERCK)
- Hyckoxypropylguar-g ⁇ arhydroxypropyltrimemyl --- mmomumchlorid (approx. 87% active substance in water; INCI name: Hydroxypropyl Guar Hydroxypropyltrimonium Chloride) (RHONE POULENC) Benzyldiethyl ((2,6-xylylcarbamoyl) methyl) -ammonium benzoate (2.5% active substance in water ; INCI name: Aqua, Denatonium Benzoate) (MACFARLAN SMITH) Hydroxy-4-methyl-6 (2,4,4-trimethylpentyl) -2-pyridone monoethanolamine salt
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Abstract
The invention relates to aqueous cosmetic products on the basis of a mild tenside for treating hair or the skin which contain: as the tenside at least one ester of a hydroxy-substituted bi- or tricarboxylic acid (A) of the general formula (I), wherein X is H or a -CH2COOR group, Y is H or -OH with the proviso that Y is H if X is -CH2COOR, R, R?1 and R2¿ are independently a hydrogen atom, an alkali metal atom or alkaline earth atom, an ammonium group, the cation of an ammonium-organic base or a group Z which stems from a polyhydroxylated organic compound that is selected from the group consisting of etherified (C¿6?-C18)-alkyl polysaccharides with 1 to 6 monomeric saccharide moieties and etherified aliphatic (C6-C16)-hydroxyalkyl polyols with 2 to 16 hydroxyl groups, with the proviso that at least one of the groups R, R?1 or R2¿ is a group Z, and at least one active substance (B) that has preservative properties and that is selected from the group of benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids, their derivatives and their physiologically acceptable salts, with the proviso that the pH of the product ranges from 4 to 5.5. The inventive cosmetic products are characterized in that they are exceptionally mild and are excellently preserved.
Description
WÄSSRIGES KOSMETISCHES MITTEL, WELCHES WEINSÄURE- ODER ZITRONENSÄURE-ESTER DER ALKYLPOLYGLUKOSE UND EIN SAUREN WIRKSTOFF MITT KONSERVIERENDEN EIGENSCHAFTEN ENTHÄLTAQUEOUS COSMETIC AGENT WHICH CONTAINS TARTARIC OR CITRIC ACID ESTER OF ALKYLPOLYGLUCOSIS AND AN ACID ACTIVE SUBSTANCE WITH PRESERVING PROPERTIES
Die Erfindung betrifft wäßrige kosmetische Mittel zur Behandlung der Haare oder der Haut, die auf einer milden Tensidgrundlage formuliert sind, sowie die Verwendung dieser Mittel zur Reinigung von Haaren und Haut.The invention relates to aqueous cosmetic compositions for the treatment of hair or skin, which are formulated on a mild surfactant basis, and to the use of these compositions for cleaning hair and skin.
Die Reinigung und Pflege von Haut und Haaren sowie die dekorative Gestaltung der Frisur sind wichtige Bestandteile der menschlichen Körperpflege. Entsprechend groß sind die Bemühungen, sowohl dem Friseur als auch dem Endverbraucher in jeder Hinsicht optimierte Produkte zur Verfügung zu stellen. Ein Schwerpunkt der Entwicklungsarbeit liegt dabei selbstverständlich bei den eigentlichen Produkteigenschaften, sei es die Reinigungswirkung eines Shampoos, eines Duschbades oder eine Flüssigseife, die Pflegewirkung einer Haarkur oder Hautcreme, die Färbeeigenschaften eines Färbemittels oder einer Tönung, die Qualität einer Dauerwelle oder der Frisurenhalt eines Festigers oder Haarsprays. Gleichzeitig wird auch versucht, möglichen unerwünschten Nebenwirkungen, wie sie bei bestimmten Verbrauchergruppen wie beispielsweise Allergikern oder sehr empfindlichen Personen auftreten können, in immer höherem Maße vorzubeugen. Dies führte beispielsweise zur Entwicklung besonders hautfreundlicher Tensidsysteme für reinigende Mittel und zu Färbe- und Dauerwellmitteln, die in ihrem pH-Wert in der Nähe des Neutralpunktes liegen bzw. dem pH-Wert menschlicher Haut möglichst nahe kommen. Ein weiterer Punkt ist die Steigerung der Öko- Verträglichkeit der Produkte, beispielsweise durch Entwicklung besonders gut abbaubarer Tenside und die Verwendung natürlicher, insbesondere nachwachsender Rohstoffe in den Formulierungsgrundlagen. Schließlich gilt es, einen möglichst guten Kompromiß zu finden zwischen der Notwendigkeit, die Lagerstabilität vieler kosmetischer Produkte durch Konservierungsmittel sicherzustellen, und dem Wunsch vieler Verbraucher nach konservierungsmittelfreien oder sehr mild konservierten Produkten.
Insbesondere besteht ein Wunsch, bei Produkten, die im Rahmen der Anwendung auch unbeabsichtigt mit den Augen in Kontakt kommen können, Formulierungen auf Basis sehr milder Inhaltsstoffe bereitzustellen. Dabei ist es problematisch, bei Mitteln, die einen dem pH- Wert der Tränenflüssigkeit entsprechenden pH- Wert von ca. 7.3 aufweisen und mit sehr milden Tensiden formuliert sind, eine ausreichende Konservierung auf Basis von ebenfalls sehr milden, idealerweise für Lebensmittel zugelassenen Konservierungsmitteln sicherzustellen.The cleaning and care of skin and hair as well as the decorative design of the hairstyle are important components of human body care. The efforts to make optimized products available to the hairdresser as well as the end user are correspondingly great. One focus of the development work is of course on the actual product properties, be it the cleaning effect of a shampoo, a shower bath or a liquid soap, the care effect of a hair treatment or skin cream, the coloring properties of a coloring agent or a tint, the quality of a perm or the hairstyle hold of a setting or Hair sprays. At the same time, attempts are increasingly being made to prevent possible undesirable side effects, such as can occur in certain consumer groups such as allergy sufferers or very sensitive people. This led, for example, to the development of particularly skin-friendly surfactant systems for cleaning agents and to colorants and permanent waving agents that have a pH value close to the neutral point or as close as possible to the pH value of human skin. Another point is the increase in the ecological compatibility of the products, for example through the development of particularly readily degradable surfactants and the use of natural, especially renewable raw materials in the formulation bases. Finally, it is important to find the best possible compromise between the need to ensure the storage stability of many cosmetic products with preservatives and the desire of many consumers for preservative-free or very mildly preserved products. In particular, there is a desire to provide formulations based on very mild ingredients for products that can also come into contact with the eyes unintentionally as part of the application. It is problematic to ensure adequate preservation on the basis of likewise very mild preservatives, ideally approved for foodstuffs, with agents that have a pH of approx. 7.3 corresponding to the pH of the tear fluid and are formulated with very mild surfactants.
Es wurde nun gefunden, daß sich Mittel bei deutlich niedrigeren pH- Werten mit bestimmten milden Tensiden und bestimmten Wirkstoffen mit konservierenden Eigenschaften so formulieren lassen, daß sowohl für Haut als auch für Schleimhäute hervorragend verträgliche Produkte mit gleichwohl ausgezeichneter Konservierung vorliegen.It has now been found that agents at significantly lower pH values can be formulated with certain mild surfactants and certain active ingredients with preservative properties in such a way that both skin and mucous membranes have excellently tolerated products with excellent preservation.
Gegenstand der Erfindung sind daher wäßrige kosmetische Mittel zur Behandlung der Haare oder der Haut auf einer milden Tensidgrundlage, die enthalten als Tensid mindestens einen Ester einer hydroxysubstituierten Bi- oder Tricar- bonsäure (A) mit der allgemeinen Formel (I),The invention therefore relates to aqueous cosmetic compositions for treating the hair or the skin on a mild surfactant base, which contain as surfactant at least one ester of a hydroxy-substituted bicarbonic acid or tricarboxylic acid (A) with the general formula (I),
XX
II.
HO — C — COOR1 (I)HO - C - COOR 1 (I)
II.
Y — CH— COOR2 Y - CH - COOR 2
in derin the
X H oder eine -CH,COOR-Gruppe ist,X is H or a -CH, COOR group,
Y H oder -OH ist unter der Bedingung, daß Y H ist, wenn X -CH2COOR ist, R, R1 und R2 unabhängig voneinander ein Wasserstoffatom, ein Alkali- oder Erdalkalimetallkation, eine Ammoniumgruppe, das Kation einer ammoniumorganischen Base oder einen Rest Z, der von einer polyhydroxylierten organischen Verbindung stammt, die aus der Gruppe, die veretherte (C6-Clg)-Alkyl-
Polysaccharide mit 1 bis 6 monomeren Saccharideinheiten und veretherte aliphatische (C6-CI6)-Hydroxyalkyl-Polyole mit 2 bis 16 Hydroxylresten umfaßt, ausgewählt ist, bedeuten, unter der Bedingung, daß mindestens eine der Gruppen R. R1 oder R2 ein Rest Z ist, und einen Wirkstoff mit konservierenden Eigenschaften (B), ausgewählt aus Ben- zoesäure, gesättigen oder ungesättigten Carbonsäuren und Ketocarbonsäuren. deren Derivaten und deren physiologisch verträglichen Salzen mit der Maßgabe, daß der pH- Wert des Mittels in dem Bereich von 4 bis 5,5 liegt.YH or -OH is, provided that when X is -CH 2 COOR, Y is R, R, R 1 and R 2 independently of one another are a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group consisting of etherified (C 6 -C lg ) alkyl Polysaccharides having 1 to 6 monomeric saccharide units and etherified aliphatic (C 6 -C I6 ) hydroxyalkyl polyols having 2 to 16 hydroxyl radicals are selected, on the condition that at least one of the groups R. R 1 or R 2 is a Z is radical, and an active ingredient with preservative properties (B) selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids. their derivatives and their physiologically tolerable salts with the proviso that the pH of the agent is in the range from 4 to 5.5.
Die Verbindungen der Formel (I) sind beispielsweise aus der Europäischen Patentschrift EP-B1-0 258 814 sowie aus den Artikeln von N. Burns, Drug Cosmet. Ind. 160(3), 42 (1997) und T. Verzotti et al., Cosmetic News XX-112, 29 (1997) bekannt. Dieser Stand der Technik liefert jedoch keinerlei Hinweise auf die erfindungsgemäßen Mittel.The compounds of formula (I) are, for example, from European patent EP-B1-0 258 814 and from the articles by N. Burns, Drug Cosmet. Ind. 160 (3), 42 (1997) and T. Verzotti et al., Cosmetic News XX-112, 29 (1997). However, this prior art does not provide any indication of the agents according to the invention.
Die Herstellung der Verbindimgen gemäß Formel (I) wird ausfuhrlich in der Europäischen Patentschrift EP-B1-0 258 814 beschrieben. Bezüglich der einzelnen Vertreter, die durch die allgemeine Formel (I) definiert werden, wird ausdrücklich auf den Inhalt dieser Europäischen Patentschrift, insbesondere die Passage von Seite 2, Zeile 43, bis Seite 5, Zeile 56, Bezug genommen.The preparation of the compounds according to formula (I) is described in detail in European Patent EP-B1-0 258 814. With regard to the individual representatives defined by the general formula (I), express reference is made to the content of this European patent specification, in particular the passage from page 2, line 43, to page 5, line 56.
Im Rahmen der vorliegenden Erfindung stehen R, R1 und R2 bevorzugt für Alkalimetallkationen, insbesondere das Natriumion, Erdalkalimetallkationen, insbesondere das Magnesiumion, und das Ammoniumion.In the context of the present invention, R, R 1 and R 2 preferably represent alkali metal cations, in particular the sodium ion, alkaline earth metal cations, in particular the magnesium ion, and the ammonium ion.
Die Gruppe Z ist bevorzugt ein verethertes (C6-C18)-Alkyl-Polysaccharid. Als Saccharid enthält die Gruppe Z bevorzugt Glucose.The group Z is preferably an etherified (C 6 -C 18 ) alkyl polysaccharide. Group Z preferably contains glucose as the saccharide.
Als Alkylgruppen werden insbesondere C6-C16-Alkylgruppen eingesetzt, wobei die Wahl von unverzweigten gesättigten Gruppen bevorzugt ist. Bei den Alkylgruppen kann es sich aber auch um Mischungen handeln, die bei der Verarbeitung natürlicher Fette und Öle erhalten werden. Mischungen, bestehend im wesentlichen aus C8-C10-Alkylgruppen,
C12-C14-Alkylgruppen oderC 6 -C 16 -alkyl groups in particular are used as alkyl groups, the choice of unbranched saturated groups being preferred. The alkyl groups can, however, also be mixtures which are obtained when natural fats and oils are processed. Mixtures consisting essentially of C 8 -C 10 alkyl groups, C 12 -C 14 alkyl groups or
C8-CI6-Alkylgruppen können erfindungsgemäß bevorzugt sein. Ganz besonders bevorzugt ist eine Mischung von Alkylgruppen, wie sie bei der Verarbeitung von Kokosöl erhalten wird. Die Gruppe Z enthält 1 bis 6 monomere Saccharideinheiten. Gemäß einer bevorzugten Ausführungsform enthält die Gruppe Z 2 bis 6 Glucoseeinheiten. Es kann aber auch bevorzugt sein, Gruppen Z mit 1,2 bis 3. insbesondere 1,3 bis 2. Glucoseeinheiten einzusetzen. Dabei ist zu berücksichtigen, daß bei der Synthese immer Mischungen entstehen, und diese Zahlenwerte aus dem stöchiometrischen Verhältnis der Ausgangssubstanzen Fettalkohol und Saccharid hergeleitet werden. C8-I6 alkyl groups may be preferred in the invention. A mixture of alkyl groups, such as is obtained when coconut oil is processed, is very particularly preferred. Group Z contains 1 to 6 monomeric saccharide units. According to a preferred embodiment, the group Z contains 2 to 6 glucose units. However, it may also be preferred to use groups Z with 1.2 to 3. in particular 1.3 to 2. glucose units. It should be noted that mixtures always arise in the synthesis, and these numerical values are derived from the stoichiometric ratio of the starting substances fatty alcohol and saccharide.
Die Verbindungen gemäß Formel (I) sind Derivate der Zitronensäure, der Weinsäure oder der Äpfelsäure. Solche Verbindungen, die Derivate der Zitronensäure und insbesondere der Weinsäure darstellen, sind erfindungsgemäß bevorzugt.The compounds according to formula (I) are derivatives of citric acid, tartaric acid or malic acid. Such compounds which are derivatives of citric acid and in particular tartaric acid are preferred according to the invention.
Handelsprodukte, die von der Firma Cesalpinia unter den Bezeichnungen Eucarol* AGE- ET und Eucarol® AGE-EC vertrieben werden, haben sich als besonders gut geeignete Vertreter der Verbindungen gemäß Formel (I) erwiesen.Commercial products, which are sold by the company Cesalpinia under the names Eucarol * AGE-ET and Eucarol ® AGE-EC, have proven to be particularly suitable representatives of the compounds of the formula (I).
Selbstverständlich können die erfindungsgemäßen Mittel auch mehr als ein Tensid (A) der Formel (I) enthalten.The agents according to the invention can of course also contain more than one surfactant (A) of the formula (I).
Bevorzugt enthalten die erfindungsgemäßen Mittel die Verbindungen der Formel (I) in Mengen von 0,5 bis 8,0 Gew.-%, besonders bevorzugt in Mengen von 1 bis 5 Gew.-% und insbesondere in Mengen von etwa 2 bis 3 Gew.-%, jeweils bezogen auf das gesamte Mittel.The agents according to the invention preferably contain the compounds of formula (I) in amounts of 0.5 to 8.0% by weight, particularly preferably in amounts of 1 to 5% by weight and in particular in amounts of about 2 to 3% by weight. -%, each based on the total mean.
Als zweiten zwingenden Bestandteil enthalten die erfindungsgemäßen Mittel einen Wirk- ■ Stoff mit konservierenden Eigenschaften (B), ausgewählt aus Benzoesäure, gesättigen oder ungesättigten Carbonsäuren und Ketocarbonsäuren, deren Derivaten und deren physiologisch verträglichen Salzen.
Bevorzugte Wirkstoffe (B) sind Sorbinsäure, Laevulinsäure, Benzoesäure und Salicylsäure sowie die physiologisch verträglichen Salze dieser Säuren. Als physiologisch verträgliche Salze werden bevorzugt die Alkalimetallsalze, insbesondere das Natriumsalz, die Erdalkalimetallsalze, insbesondere das Calcium- oder Magnesiumsalz, sowie das Ammoniumsalz verwendet.As a second mandatory component, the agents according to the invention contain an active substance with preserving properties (B), selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids, their derivatives and their physiologically tolerable salts. Preferred active ingredients (B) are sorbic acid, laevulinic acid, benzoic acid and salicylic acid and the physiologically tolerable salts of these acids. The alkali metal salts, in particular the sodium salt, the alkaline earth metal salts, in particular the calcium or magnesium salt, and the ammonium salt are preferably used as physiologically compatible salts.
Bevorzugte Wirkstoffe B sind Salicylsäure, Sorbinsäure. Laevulinsäure sowie deren Salze. Auch eine Kombination von zwei oder mehr Wirkstoffen (B) ist von der erfindungsgemäßen Lehre umfaßt. Kombinationen aus Salicylsäure oder einem Salicylsäuresalz, insbesondere Natriumsalicylat, und Benzoesäure oder einem Benzoesäuresalz, insbesondere Natriumbenzoat, haben sich als erfindungsgemäß hervorragend geeignet erwiesen. Die Kombination Natriumbenzoat/Salicylsäure ist ganz besonders bevorzugt.Preferred active ingredients B are salicylic acid and sorbic acid. Laevulinic acid and its salts. A combination of two or more active substances (B) is also encompassed by the teaching according to the invention. Combinations of salicylic acid or a salicylic acid salt, especially sodium salicylate, and benzoic acid or a benzoic acid salt, especially sodium benzoate, have proven to be outstandingly suitable according to the invention. The combination of sodium benzoate / salicylic acid is very particularly preferred.
Weiterhin kann es bevorzugt sein, solche Wirkstoffe (B) einzusetzen, die auch für die Konservierung von Lebensmitteln zugelassen sind.It may furthermore be preferred to use those active ingredients (B) which are also approved for the preservation of foods.
Die erfindungsgemäßen Mittel enthalten die Wirkstoffe (B) bevorzugt in Mengen von 0, 1 bis 2,0 Gew.-%, bezogen auf das gesamte Mittel. Hierbei kann die Obergrenze, entsprechend den gesetzlichen Vorschriften einiger Staaten, für bestimmte Verbindungen auch niedriger liegen.The agents according to the invention preferably contain the active ingredients (B) in amounts of 0.1 to 2.0% by weight, based on the total agent. Here, the upper limit can be lower for certain connections, according to the legal regulations of some states.
Als dritte zwingende Komponente enthalten die erfindungsgemäßen Mittel Wasser.The agents according to the invention contain water as the third mandatory component.
Schließlich weisen die erfindungsgemäßen Mittel einen pH- Wert im Bereich von 4 bis 5,5 auf.Finally, the agents according to the invention have a pH in the range from 4 to 5.5.
Zur Einstellung dieses pH- Wertes kann praktisch jede für kosmetische Zwecke verwendbare Säure oder Base eingesetzt werden. Für den Fall, daß zur pH- Wert-Einstellung eine Säure verwendet wird, kann es bevorzugt sein, eine Säure aus der Gruppe der Genußsäu-
ren wie beispielsweise Essigsäure, Milchsäure, Weinsäure. Zitronensäure. Äpfelsäure. Ascorbinsäure und Gluconsäure zu verwenden. Im Rahmen der Erfindung ist die Verwendung von Zitronensäure und Milchsäure besonders bevorzugt.Virtually any acid or base that can be used for cosmetic purposes can be used to adjust this pH. In the event that an acid is used to adjust the pH, it may be preferred to use an acid from the group of edible acids ren such as acetic acid, lactic acid, tartaric acid. Citric acid. Malic acid. Use ascorbic acid and gluconic acid. In the context of the invention, the use of citric acid and lactic acid is particularly preferred.
Das kosmetische Mittel unterliegt erfindungsgemäß keinen Einschränkungen. Es kommen prinzipiell alle auf dem Markt befindliche Arten von Mitteln, insbesondere die oben genannten Zubereitungen, in Betracht.According to the invention, the cosmetic agent is not subject to any restrictions. In principle, all types of agents on the market, in particular the above-mentioned preparations, come into consideration.
Die erfindungsgemäße Milde der Zubereitungen kommt jedoch vor allem in Mitteln zur Behandlung der Haare und der Haut, insbesondere zur Reinigung und Pflege der Haare und der Haut, zum Tragen.However, the mildness of the preparations according to the invention is particularly effective in agents for treating the hair and skin, in particular for cleaning and maintaining the hair and skin.
Gemäß einer ersten bevorzugten Ausführungsform handelt es sich bei dem erfindungsgemäßen Mittel um ein Haarreinigungsmittel (Shampoo), ein Duschbad, ein Schaumbad oder eine Flüssigseife. Shampoos und Duschbäder sind bevorzugte Vertreter dieser Ausfuhrungsform.According to a first preferred embodiment, the agent according to the invention is a hair cleanser (shampoo), a shower bath, a foam bath or a liquid soap. Shampoos and shower baths are preferred representatives of this embodiment.
Diese Mittel können alle für solche Zubereitungen bekannten weiteren Inhaltsstoffe enthalten.These agents can contain all other ingredients known for such preparations.
Die erfindungsgemäßen Shampoos, Duschbäder, Schaumbäder und Flüssigseifen enthalten bevorzugt noch mindestens eine weitere reinigende Komponente. Diese wird insbesondere aus der Gruppe der anionischen, ampholytische, zwitterionischen und nichtionogenen Tenside ausgewählt; es kann sich aber auch gemäß einer weiteren Ausfuhrimgsform um kationische Tenside handeln.The shampoos, shower baths, foam baths and liquid soaps according to the invention preferably contain at least one further cleaning component. This is selected in particular from the group of anionic, ampholytic, zwitterionic and nonionic surfactants; However, according to a further embodiment, cationic surfactants can also be used.
Als anionische Tenside eignen sich in erfindungsgemäßen Mitteln alle für die Verwendung am menschlichen Körper geeigneten anionischen oberflächenaktiven Stoffe. Diese sind gekennzeichnet durch eine wasserlöslich machende, anionische Gruppe wie z. B. eine Carboxylat-, Sulfat-, Sulfonat- oder Phosphat-Gruppe und eine lipophile Alkylgruppe mit etwa 10 bis 22 C-Atomen. Zusätzlich können im Molekül Glykol- oder Polyglykol-
ether-Gruppen, Ester-, Ether- und Amidgruppen sowie Hydroxylgruppen enthalten sein. Beispiele für geeignete anionische Tenside sind, jeweils in Form der Natrium-. Kalium-, Magnesium- und Ammonium- sowie der Mono-, Di- und Trialkanolammoniumsalze mit 2 oder 3 C-Atomen in der Alkanolgruppe,Suitable anionic surfactants in agents according to the invention are all anionic surface-active substances suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. B. a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be included. Examples of suitable anionic surfactants are, in each case in the form of the sodium. Potassium, magnesium and ammonium as well as the mono-, di- and trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group,
lineare Fettsäuren mit 10 bis 22 C-Atomen (Seifen),linear fatty acids with 10 to 22 carbon atoms (soaps),
Ethercarbonsäuren der Formel R-O-(CH2"CH2θ)χ-CH2-COOH, in der R eine lineare Alkylgruppe mit 10 bis 22 C-Atomen und x = 0 oder 1 bis 16 ist, Amidethercarboxylate der Formel [R-NH(-CH2-CH2-O)n-CH,-COO]mZ, in der R für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 2 bis 29 C-Atomen, n für ganze Zahlen von 1 bis 10, m für die Zahlen 1 oder 2 und Z für ein Kation aus der Gruppe der Alkali- oder Erdalkalimetalle steht, Acylsarcoside mit 10 bis 18 C-Atomen in der Acylgruppe, Acyltauride mit 10 bis 18 C-Atomen in der Acylgruppe, Acylisethionate mit 10 bis 18 C-Atomen in der Acylgruppe,Ether carboxylic acids of the formula RO- (CH2 "CH2θ) χ -CH2-COOH, in which R is a linear alkyl group with 10 to 22 C atoms and x = 0 or 1 to 16, amide ether carboxylates of the formula [R-NH (-CH 2 -CH 2 -O) n -CH, -COO] m Z, in which R is a linear or branched, saturated or unsaturated acyl radical having 2 to 29 carbon atoms, n is an integer from 1 to 10, m is a number 1 or 2 and Z represents a cation from the group of the alkali or alkaline earth metals, acyl sarcosides with 10 to 18 C atoms in the acyl group, acyl taurides with 10 to 18 C atoms in the acyl group, acyl isethionates with 10 to 18 C atoms in the acyl group,
Sulfobernsteinsäuremono- und dialkylester mit 8 bis 18 C-Atomen in der Alkylgruppe und Sulfobernsteinsäuremono-alkylpolyoxyethylester mit 8 bis 18 C-Atomen in der Alkylgruppe und 1 bis 6 Oxyethylgruppen, lineare Alkansulfonate mit 12 bis 18 C-Atomen, lineare Alpha-Olefinsulfonate mit 12 bis 18 C-Atomen, Alpha-Sulfofettsäuremethylester von Fettsäuren mit 12 bis 18 C-Atomen, Alkylsulfate und Alkylpolyglykolethersulfate der Formel R-O(-CH2-CH2θ)χ-Sθ3H, in der R eine bevorzugt lineare Alkylgruppe mit 10 bisSulfosuccinic acid mono- and dialkyl esters with 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid mono-alkyl polyoxyethyl esters with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, linear alkanesulfonates with 12 to 18 carbon atoms, linear alpha-olefin sulfonates with 12 to 18 carbon atoms, alpha-sulfofatty acid methyl esters of fatty acids with 12 to 18 carbon atoms, alkyl sulfates and alkyl polyglycol ether sulfates of the formula RO (-CH2-CH2θ) χ -Sθ3H, in which R is a preferably linear alkyl group with 10 to
18 C-Atomen und x = 0 oder 1 bis 12 ist,18 C atoms and x = 0 or 1 to 12,
Gemische oberflächenaktiver Hydroxysulfonate gemäß DE-A-37 25 030, sulfatierte Hydroxyalkylpolyethylen- und/oder Hydroxyalkylenpropylenglykolether gemäß DE-A-37 23 354,Mixtures of surface-active hydroxysulfonates according to DE-A-37 25 030, sulfated hydroxyalkyl polyethylene and / or hydroxyalkylene propylene glycol ethers according to DE-A-37 23 354,
Sulfonate ungesättigter Fettsäuren mit 12 bis 24 C-Atomen und 1 bis 6 Doppelbindungen gemäß DE-A-39 26 344,
Ester der Weinsäure und Zitronensäure mit Alkoholen, die Anlagerungsprodukte von etwa 2-15 Molekülen Ethylenoxid und/oder Propylenoxid an Fettalkohole mit 8 bis 22 C-Atomen darstellen, Kokosmonoglyceridsulfate.Sulfonates of unsaturated fatty acids with 12 to 24 carbon atoms and 1 to 6 double bonds according to DE-A-39 26 344, Esters of tartaric acid and citric acid with alcohols, the addition products of about 2-15 molecules of ethylene oxide and / or propylene oxide to fatty alcohols with 8 to 22 carbon atoms, coconut monoglyceride sulfates.
Bevorzugte anionische Tenside sind Alkylsulfate, Alkylpolyglykolethersulfate und Ether- carbonsäuren mit 10 bis 18 C-Atomen in der Alkylgruppe und bis zu 12 Glykolether- gruppen im Molekül, sowie Sulfobernsteinsäuremono- und -dialkylester mit 8 bis 18 C- Atomen in der Alkylgruppe und Sulfobernsteinsäuremono-alkylpolyoxyethylester mit 8 bis 18 C-Atomen in der Alkylgruppe und 1 bis 6 Oxyethylgruppen.Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids with 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, and sulfosuccinic acid and dialkyl esters with 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid mono- alkyl polyoxyethyl ester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
Nichtionogene Tenside enthalten als hydrophile Gruppe z. B. eine Polyolgruppe. eine Po- lyalkylenglykolethergruppe oder eine Kombination aus Polyol- und Polyglykolether- gruppe. Solche Verbindungen sind beispielsweiseNon-ionic surfactants contain z. B. a polyol group. a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups. Such connections are, for example
Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C- Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe, Cj2-C22"Fettsäuremono_ und -diester von Anlagerungsprodukten von 1 bis 30 MolAddition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms and with alkylphenols with 8 to 15 carbon atoms in the alkyl group, Cj2 -C22 " fatty acid monoesters and diesters of addition products from 1 to 30 mol
Ethylenoxid an Glycerin,Ethylene oxide on glycerol,
Cg-C22-Alkylmono- und -oligoglycoside und deren ethoxylierte Analoga sowieCg-C22 alkyl mono- and oligoglycosides and their ethoxylated analogues as well
Anlagerungsprodukte von 5 bis 60 Mol Ethylenoxid an Rizinusöl und gehärtetes Rizinusöl.Addition products of 5 to 60 moles of ethylene oxide with castor oil and hardened castor oil.
Bevorzugte nichtionische Tenside sind Alkylpolyglykoside der allgemeinen Formel RO- (S)χ. Diese Verbindungen sind durch die folgenden Parameter gekennzeichnet.Preferred nonionic surfactants are alkyl polyglycosides of the general formula RO- (S) χ . These connections are characterized by the following parameters.
Der Alkylrest R enthält 6 bis 22 Kohlenstoffatome und kann sowohl linear als auch verzweigt sein. Bevorzugt sind primäre lineare und in 2-Stellung methylverzweigte aliphatische Reste. Solche Alkylreste sind beispielsweise 1-Octyl, 1-Decyl, 1-Lauryl, 1-Myristyl, 1-Cetyl und 1-Stearyl. Besonders bevorzugt sind 1-Octyl, 1-Decyl, 1-Lauryl, 1-Myristyl.
Bei Verwendung sogenannter "Oxo-Alkohole" als Ausgangsstoffe überwiegen Verbindungen mit einer ungeraden Anzahl von Kohlenstoffatomen in der Alkylkette.The alkyl radical R contains 6 to 22 carbon atoms and can be either linear or branched. Primary linear and methyl-branched aliphatic radicals in the 2-position are preferred. Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. 1-Octyl, 1-decyl, 1-lauryl, 1-myristyl are particularly preferred. When using so-called "oxo alcohols" as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.
Die erfindungsgemäß verwendbaren Alkylpolyglykoside können beispielsweise nur einen bestimmten Alkylrest R enthalten. Üblicherweise werden diese Verbindungen aber ausgehend von natürlichen Fetten und Ölen oder Mineralölen hergestellt. In diesem Fall liegen als Alkylreste R Mischungen entsprechend den Ausgangsverbindungen bzw. entsprechend der jeweiligen Aufarbeitung dieser Verbindungen vor.The alkyl polyglycosides which can be used according to the invention can contain, for example, only a certain alkyl radical R. Usually, however, these compounds are made from natural fats and oils or mineral oils. In this case, the alkyl radicals R are mixtures corresponding to the starting compounds or corresponding to the respective working up of these compounds.
Besonders bevorzugt sind solche Alkylpolyglykoside, bei denen RAlkylpolyglycosides in which R
im wesentlichen aus Cg- und CJQ- Alkylgruppen, im wesentlichen aus C ^ 2- und C j 4-Alkylgruppen, im wesentlichen aus Cg- bis Cjg-Alkylgruppen oder im wesentlichen aus C j 2* bis C j ^-Alkylgruppen besteht.consists essentially of Cg and CJQ alkyl groups, essentially of C ^ 2 and C j 4 alkyl groups, essentially of Cg to C j g alkyl groups or essentially of C j 2 * to C j ^ alkyl groups .
Als Zuckerbaustein S können beliebige Mono- oder Oligosaccharide eingesetzt werden. Üblicherweise werden Zucker mit 5 bzw. 6 Kohlenstoffatomen sowie die entsprechenden Oligosaccharide eingesetzt. Solche Zucker sind beispielsweise Glucose, Fructose. Galac- tose, Arabinose, Ribose, Xylose, Lyxose, Allose, Altrose, Mannose, Gulose, Idose, Talose und Sucrose. Bevorzugte Zuckerbausteine sind Glucose, Fructose, Galactose, Arabinose und Sucrose; Glucose ist besonders bevorzugt.Any mono- or oligosaccharides can be used as sugar building block S. Sugar with 5 or 6 carbon atoms and the corresponding oligosaccharides are usually used. Examples of such sugars are glucose and fructose. Galactose, arabinose, ribose, xylose, lyxose, allose, old rose, mannose, gulose, idose, talose and sucrose. Preferred sugar units are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
Die erfindungsgemäß verwendbaren Alkylpolyglykoside enthalten im Schnitt 1,1 bis 5 Zuckereinheiten. Alkylpolyglykoside mit x- Werten von 1,1 bis 1,6 sind bevorzugt. Ganz besonders bevorzugt sind Alkylglykoside, bei denen x 1,1 bis 1,4 beträgt.The alkyl polyglycosides which can be used according to the invention contain an average of 1.1 to 5 sugar units. Alkyl polyglycosides with x values from 1.1 to 1.6 are preferred. Alkyl glycosides in which x is 1.1 to 1.4 are very particularly preferred.
Die Alkylglykoside können neben ihrer Tensidwirkung auch dazu dienen, die Fixierung der Duftkomponenten auf dem Haar zu verbessern. Der Fachmann wird also für den Fall, daß eine über die Dauer der Haarbehandlung hinausgehende Wirkung des Parfümöles auf
dem Haar gewünscht wird, bevorzugt zu dieser Substanzklasse als weiterem Inhaltsstoff der erfindungsgemäßen Zubereitungen zurückgreifen.In addition to their surfactant action, the alkyl glycosides can also serve to improve the fixation of the fragrance components on the hair. The skilled person is therefore in the event that an effect of the perfume oil beyond the duration of the hair treatment if the hair is desired, preferably use this class of substances as a further ingredient of the preparations according to the invention.
Auch die alkoxylierten Homologen der genannten Alkylpolyglykoside können er- findungsgemäß eingesetzt werden. Diese Homologen können durchschnittlich bis zu l ü Ethylenoxid- und/oder Propylenoxideinheiten pro Alkylglykosideinheit enthalten.The alkoxylated homologs of the alkyl polyglycosides mentioned can also be used according to the invention. These homologues can contain on average up to 1% ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
Bei den als Tenside eingesetzten Verbindungen mit Alkylgruppen kann es sich jeweils um einheitliche Substanzen handeln. Es ist jedoch in der Regel bevorzugt, bei der Herstellung dieser Stoffe von nativen pflanzlichen oder tierischen Rohstoffen auszugehen, so daß man Substanzgemische mit unterschiedlichen, vom jeweiligen Rohstoff abhängigen Alkylkettenlängen erhält.The compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from natural vegetable or animal raw materials in the production of these substances, so that substance mixtures with different alkyl chain lengths depending on the respective raw material are obtained.
Bei den Tensiden, die Anlagerungsprodukte von Ethylen- und/oder Propylenoxid an Fettalkohole oder Derivate dieser Anlagerungsprodukte darstellen, können sowohl Produkte mit einer "normalen" Homologenverteilung als auch solche mit einer eingeengten Homologenverteilung verwendet werden. Unter "normaler" Homologenverteilung werden dabei Mischungen von Homologen verstanden, die man bei der Umsetzung von Fettalkohol und Alkylenoxid unter Verwendung von Alkalimetallen. Alkalimetallhydroxiden oder Alkali- metallalkoholaten als Katalysatoren erhält. Eingeengte Homologenverteilungen werden dagegen erhalten, wenn beispielsweise Hydrotalcite, Erdalkalimetallsalze von Ethercarbonsäuren, Erdalkalimetalloxide, -hydroxide oder -alkoholate als Katalysatoren verwendet werden. Die Verwendung von Produkten mit eingeengter Homologenverteilung kann bevorzugt sein.In the case of the surfactants, which are addition products of ethylene and / or propylene oxide onto fatty alcohols or derivatives of these addition products, both products with a "normal" homolog distribution and those with a narrowed homolog distribution can be used. “Normal” homolog distribution is understood to mean mixtures of homologs which are used in the reaction of fatty alcohol and alkylene oxide using alkali metals. Alkali metal hydroxides or alkali metal alcoholates as catalysts. In contrast, narrow homolog distributions are obtained if, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts. The use of products with a narrow homolog distribution can be preferred.
Weiterhin können, insbesondere als Co-Tenside, zwitterionische Tenside verwendet werden. Als zwitterionische Tenside werden solche oberflächenaktive Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine -COO - oder -SO -Gruppe tragen. Besonders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl-N,N-dimethylammonium-glycinate, beispielsweise das Kokosalkyl-dimethylammonium-glycinat, N-Acyl-aminopropyl-N,N-
dimethylammoniumglycinate, beispielsweise das Kokosacylaminopropyl- dimethylammoniumglycinat, und 2-Alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacyl- aminoethylhydroxyethylcarboxymethylglycinat. Ein bevorzugtes zwitterionisches Tensid ist das unter der INCI-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid- Derivat.Furthermore, zwitterionic surfactants can be used, in particular as co-surfactants. Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COO - or -SO group in the molecule. Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N, N- dimethylammonium glycinate, for example the cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. A preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
Ebenfalls insbesondere als Co-Tenside geeignet sind ampholytische Tenside. Unter am- pholytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer C -C -Alkyl- oder Acylgruppe im Molekül mindestens eine freie Amino- gruppe und mindestens eine -COOH- oder -SO H-Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkyl- glycine, N-Alkylpropionsäuren, N-Alkylaminobuttersäuren. N-Ampholytic surfactants are also particularly suitable as co-surfactants. Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C -C -alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO H group in the molecule and are capable of forming internal salts . Examples of suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids. N-
Alkyliminodipropionsäuren, N-Hydroxyethy 1-N-alkylamidopropylglycine. N- AI ky I - taurine, N-Alkylsarcosine, 2-Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkylgruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropionat und das C,2.18-Acylsarcosin.Alkyliminodipropionic acids, N-hydroxyethyl 1-N-alkylamidopropylglycine. N-AI ky I-taurines, N-alkyl sarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C; 2. 18 acyl sarcosine.
Beispiele für die in den erfindungsgemäßen Haarbehandlungsmitteln verwendbaren kationischen Tenside sind insbesondere quartäre Ammoniumverbindungen. Bevorzugt sind Ammoniumhalogenide, insbesondere Chloride und Bromide, wie Alkyltrimethyl- ammoniumchloride, Dialkyldimethylammoniumchloride und Trialkylmethylammomum- chloride, z. B. Cetyltrimethylammoniumchlorid, Stearyltrimethylammoniumchlorid, Di- stearyldimethylammoniumchlorid, Lauryldimethylammoniumchlorid, Lauryl- dimethylbenzylammoniumchlorid und Tricetylmethylammomumchlorid. Weiterhin können die sehr gut biologisch abbaubaren quaternären Esterverbindungen, wie beispielsweise die unter dem Warenzeichen Stepantex® vertriebenenExamples of the cationic surfactants which can be used in the hair treatment compositions according to the invention are, in particular, quaternary ammonium compounds. Ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammomium chlorides, eg. B. cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammomium chloride. Furthermore, the very readily biodegradable quaternary ester compounds, such as those sold under the trademark Stepantex ®
Dialkylammomummethosulfate und Methyl-hydroxyalkyl-dialkoyloxyalkyl- ammoniummethosulfate und die entsprechenden Produkte der Dehyquart®-Reihe, als
kationische Tenside eingesetzt werden. Weitere erfindungsgemäß verwendbare kationische Tenside stellen die quaternisierten Proteinhydrolysate dar.Dialkylammomummethosulfate and methyl-hydroxyalkyl-dialkoyloxyalkyl-ammonium methosulfate and the corresponding products of the Dehyquart ® series, as cationic surfactants are used. The quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
Vorzugsweise enthalten die erfindungsgemäßen Shampoos die weiteren reinigenden Komponenten in Mengen von 5,0 bis 40 Gew.-%, insbesondere von 5,0 bis 20 Gew.-%. bezogen auf die jeweilige Zubereitung.The shampoos according to the invention preferably contain the further cleaning components in amounts of from 5.0 to 40% by weight, in particular from 5.0 to 20% by weight. based on the respective preparation.
Zubereitungen von besonders großer Milde werden dann erhalten, wenn neben den Tensiden (A) ein zwitterionisches Tensid, insbesondere vom Typ der Betaine. verwendet wird. Als weitere Tenside können dann noch anionische und/oder nichtionogene Tenside hinzugefügt werden.Preparations of particularly great mildness are obtained if, in addition to the surfactants (A), a zwitterionic surfactant, in particular of the betaine type. is used. Anionic and / or nonionic surfactants can then be added as further surfactants.
Eine Viererkombination, bestehend ausA combination of four consisting of
Tensiden (A) gemäß Formel (I), zwitterionischen Tensiden, insbesondere vom Typ der Betaine, anionischen Tensiden, insbesondere Alkylethersulfaten und Ethercarbonsäuresalzen. undSurfactants (A) according to formula (I), zwitterionic surfactants, especially of the betaines type, anionic surfactants, especially alkyl ether sulfates and ether carboxylic acid salts. and
Niotensiden, insbesondere vom Typ der Alkylglykoside, hat sich als erfindungsgemäß hervorragend geeignet erwiesen.Nonionic surfactants, in particular of the alkylglycoside type, have proven to be outstandingly suitable according to the invention.
Bevorzugt enthalten die erfindungsgemäßen Mittel weiterhin mindestens ein organisches Verdickungsmittels. Solche Verdickungsmittel sind beispielsweise Verdickungsmittel wie Agar-Agar, Guar-Gum, Alginate, Celluloseether, Gelatine, Pektine und/oder Xanthan- Gum. Ethoxilierte Fettalkohole, insbesondere solche mit eingeschränkter Homologenverteilung, wie sie beispielsweise als Handelsprodukt unter der Bezeichnung Arlypon®F (Henkel) auf dem Markt sind, alkoxylierte Methylglucosidester, wie das Handelsprodukt Glucamate® DOE 120 (Amerchol), und ethoxylierte Propylenglykolester, wie das Handelsprodukt Antil® 141 (Goldschmidt), können bevorzugte organische Verdickungsmittel sein.
Wie bereits oben erwähnt, unterliegen die erfindungsgemäßen Mittel hinsichtlich ihres Verwendungszweckes keinen prinzipiellen Einschränkungen. So kann es sich bei Haarbehandlungsmittel beispielsweise um Shampoos, Haarspülungen, Haarkuren. Dauerwellmittel (Wellotionen, Fixiermittel), Haarfarbemittel, Haartönungsmittel. Haarfestiger. Haarsprays, Haarwässer oder Haarspitzenfluids handeln. Entsprechend dem Verwendungszweck können die Zubereitungen als Lösungen, Emulsionen, Gele. Cremes. Aerosole oder Lotionen formuliert werden; sie können auf dem Haar verbleiben, oder nach einer kurzen Einwirkzeit, was bevorzugt sein kann, wieder ausgespült werden.The agents according to the invention preferably also contain at least one organic thickener. Such thickeners are, for example, thickeners such as agar, guar gum, alginates, cellulose ethers, gelatin, pectins and / or xanthan gum. Ethoxylated fatty alcohols, in particular those with limited homolog distribution as they are, for example, as a commercial product under the name Arlypon ® F (Henkel) on the market, alkoxylated methyl glucoside, such as the product Glucamate ® DOE 120 (Amerchol), and ethoxylated Propylenglykolester, such as the product Antil ® 141 (Goldschmidt) can be preferred organic thickeners. As already mentioned above, the agents according to the invention are not subject to any fundamental restrictions with regard to their intended use. For example, hair treatment products can include shampoos, hair rinses, hair treatments. Permanent wave agents (wave lotions, fixatives), hair colorants, hair tinting agents. Hair fastener. Trade hair sprays, hair lotions or hair tip fluids. Depending on the intended use, the preparations can be used as solutions, emulsions, gels. Creams. Aerosols or lotions are formulated; they can remain on the hair or, after a short exposure time, which can be preferred, rinsed out again.
Gemäß einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Mittel, die auch der Haarbehandlung dienen, mindestens einen konditionierenden Wirkstoff. Dadurch wird insbesondere auch die Kämmbarkeit der Haare nach der Behandlung verbessert. Dies ist speziell für Shampoos zu empfehlen, die für die Zielgruppe „Kinder" formuliert werden, um der bekannten Empfindlichkeit der Kinder beim Kämmen insbesondere des nassen Haares zu entsprechen.According to a further preferred embodiment, the agents according to the invention, which also serve for hair treatment, contain at least one conditioning active ingredient. In particular, this improves the combability of the hair after the treatment. This is especially recommended for shampoos that are formulated for the "children" target group in order to correspond to the well-known sensitivity of children when combing, especially of wet hair.
Als konditionierende Wirkstoffe kommen bevorzugt kationische Polymere in Betracht.Cationic polymers are preferred as conditioning agents.
Dies sind in der Regel Polymere, die ein quartäres Stickstoffatom, beispielsweise in Form einer Ammoniumgruppe, enthalten.These are usually polymers that contain a quaternary nitrogen atom, for example in the form of an ammonium group.
Bevorzugte kationische Polymere sind beispielsweise quaternisierte Cellulose-Derivate, wie sie unter den Bezeichnungen Celquat® und Polymer JR® im Handel erhältlich sind. Die Verbindungen Celquat® H 100, Celquat® L 200 und Polymer JR®400 sind bevorzugte quaternierte Cellulose-Derivate. Polysiloxane mit quaternären Gruppen,Preferred cationic polymers are, for example, quaternized cellulose derivatives, such as are available under the names of Celquat ® and Polymer JR ® commercially. The compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives. Polysiloxanes with quaternary groups,
Polymere Dimethyldiallylammomumsalze und deren Copolymere mit Estern und Amiden von Acrylsäure und Methacrylsäure. Die unter den Bezeichnungen Mer- quat®100 (Poly(dimethyldiallylammoniumchlorid)) und Merquat®550 (Dimethyl- diallylammo-niumchlorid-Acrylamid-Copolymer) im Handel erhältlichen Produkte sind Beispiele für solche kationischen Polymere.Polymeric dimethyl diallyl ammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid. Under the names Merquat ® 100 (Poly (dimethyldiallylammonium chloride)) and Merquat ® 550 (dimethyl-diallylammo niumchlorid-acrylamide copolymer) commercially available products are examples of such cationic polymers.
Copolymere des Vinylpyrrolidons mit quaternierten Derivaten des Dialkyla ino- acrylats und -methacrylats, wie beispielsweise mit Diethylsulfat quaternierte Vinyl-
pyrrolidon-Dimethylaminomethacrylat-Copolymere. Solche Verbindungen sind unter den Bezeichnungen Gafquat®734 und Gafquat®755 im Handel erhältlich. Vinylpyrrolidon-Methoimidazoliniumchlorid-Copolymere, wie sie unter der Bezeichnung Luviquat® angeboten werden, quaternierter Polyvinylalkohol sowie die unter den Bezeichnungen Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 und Polyquaternium 27 bekannten Polymeren mit quartären Stickstoffatomen in der Polymerhauptkette.Copolymers of vinyl pyrrolidone with quaternized derivatives of dialkyl inoacrylate and methacrylate, such as, for example, vinyl quaternized with diethyl sulfate pyrrolidone-dimethylaminomethacrylate copolymers. Such compounds are commercially available under the names Gafquat ® 734 and Gafquat ® 755. Vinylpyrrolidone methoimidazolinium chloride copolymers such as those sold under the name Luviquat ®, quaternized polyvinyl alcohol, as well as those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers having quaternary nitrogen atoms in the polymer main chain.
Geeignet als konditionierende Wirkstoffe sind auch Ampho-Polymere. Unter dem Oberbegriff Ampho-Polymere sind amphotere Polymere, d.h. Polymere, die im Molekül sowohl freie Aminogruppen als auch freie -COOH- oder SOßH-Gruppen enthalten und zur Ausbildung innerer Salze befähigt sind, zwitterionische Polymere, die im Molekül quartäre Ammoniumgruppen und -COO"- oder -SO3 "-Gruppen enthalten, und solche Polymeren zusammengefaßt, die -COOH- oder Sθ3H-Gruppen und quartäre Ammoniumgruppen enthalten. Ein Beispiel für ein erfindungsgemäß einsetzbares Amphopolymer ist das unter der Bezeichnung Amphomer® erhältliche Acrylharz, das ein Copolymeres aus tert.-Butylaminoethylmethacrylat, N-( 1,1,3 ,3-Tetramethylbutyl)acryl- amid sowie zwei oder mehr Monomeren aus der Gruppe Acrylsäure, Methacrylsäure und deren einfachen Estern darstellt. Ebenfalls bevorzugte Amphopolymere setzen sich aus ungesättigten Carbonsäuren (z.B. Acryl- und Methacryl-säure), kationisch derivatisierten ungesättigten Carbonsäuren (z.B. Acrylamidopropyl-trimethyl-ammomumchlorid) und gegebenenfalls weiteren ionischen oder nichtionogenen Monomeren zusammen, wie beispielsweise in der deutschen Offenlegungsschrift 39 29 973 und dem dort zitierten Stand der Technik zu entnehmen sind. Terpolymere von Acrylsäure, Methylacrylat und Methacrylamidopropyltrimoniumchlorid, wie sie unter der Bezeichnung Merquat®2001 N im Handel erhältlich sind, sind erfindungsgemäß besonders bevorzugte Ampho-Polymere.
Die kationischen oder amphoteren Polymere sind in den erfindungsgemäßen Zubereitungen bevorzugt in Mengen von 0,1 bis 5 Gew.-%, bezogen auf die gesamte Zubereitung, enthalten.Ampho-polymers are also suitable as conditioning agents. Ampho-polymers are amphoteric polymers, ie polymers which contain both free amino groups and free -COOH or SOßH groups in the molecule and which are capable of forming internal salts, are zwitterionic polymers which contain quaternary ammonium groups and -COO " in the molecule. - or -SO3 " groups, and summarized those polymers which contain -COOH or Sθ3H groups and quaternary ammonium groups. An example of the present invention amphopolymer suitable is that available under the name Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1,1,3, 3-tetramethylbutyl) acrylamide and two or more monomers from the group Acrylic acid, methacrylic acid and their simple esters. Likewise preferred amphopolymers are composed of unsaturated carboxylic acids (e.g. acrylic and methacrylic acid), cationically derivatized unsaturated carboxylic acids (e.g. acrylamidopropyl-trimethyl-ammomum chloride) and optionally other ionic or nonionic monomers, such as in German Offenlegungsschrift 39 29 973 and that The prior art cited therein can be found. Terpolymers of acrylic acid, methyl acrylate and methacrylamidopropyltrimonium chloride, as are commercially available under the name Merquat ® 2001 N, are particularly preferred amphopolymers according to the invention. The cationic or amphoteric polymers are preferably present in the preparations according to the invention in amounts of 0.1 to 5% by weight, based on the entire preparation.
Proteinhydrolysate, insbesondere Elastin-, Kollagen-, Keratin-, Milcheiweiß-, Sojaprotein-, Mandelprotein-, Erbsenprotein-, Kartoffelprotein-, Haferprotein-. Maisprotein- und Weizenproteinhydrolysate, deren Kondensationsprodukte mit Fettsäuren sowie quaternisierte Proteinhydrolysate sind ebenfalls als konditionierende Wirkstoffe geeignet. Dabei können Produkte auf pflanzlicher Basis erfindungsgemäß bevorzugt sein.Protein hydrolyzates, in particular elastin, collagen, keratin, milk protein, soy protein, almond protein, pea protein, potato protein, oat protein. Corn protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates are also suitable as conditioning agents. Products based on plants can be preferred according to the invention.
Als konditionierende Wirkstoffe geeignete Silikonöle und Silikon-Gums sind insbesondere Dialkyl- und Alkylarylsiloxane, wie beispielsweise Dimethylpolysiloxan und Methylphenylpolysiloxan, sowie deren alkoxylierte und quaternierte Analoga. Beispiele für solche Silikone sind die von Dow Corning unter den Bezeichnungen DC 190, DC 200 und DC 1401 vertriebenen Produkte sowie das Handelsprodukt Fancorsil* LIM-1.Silicone oils and silicone gums suitable as conditioning agents are, in particular, dialkyl and alkylarylsiloxanes, such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, and their alkoxylated and quaternized analogs. Examples of such silicones are the products sold by Dow Corning under the names DC 190, DC 200 and DC 1401 and the commercial product Fancorsil * LIM-1.
Erfindungsgemäß als konditionierende Wirkstoffe ebenfalls geeignet sind kationische Silikonöle wie beispielsweise die im Handel erhältlichen Produkte Q2-7224 (Hersteller: Dow Corning; ein stabilisiertes Trimethylsilylamodimethicon), Dow Corning® 929 Emulsion (enthaltend ein hydroxyl-amino-modifiziertes Silicon, das auch als Amodimethicone bezeichnet wird), SM-2059 (Hersteller: General Electric), SLM-55067 (Hersteller: Wacker) sowie Abil®-Quat 3270 und 3272 (Hersteller: Th. Goldschmidt; di- quaternäre Polydimethylsiloxane, Quaternium-80). Ein geeignetes anionisches Silikonöl ist das Produkt Dow Corning® 1784.Also suitable as conditioning agents according to the invention are cationic silicone oils such as, for example, the commercially available products Q2-7224 (manufacturer: Dow Corning; a stabilized trimethylsilylamodimethicone), Dow Corning® 929 emulsion (containing a hydroxylamino-modified silicone, also known as amodimethicone) will), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; di-quaternary polydimethylsiloxanes, Quaternium-80). A suitable anionic silicone oil is the product Dow Corning ® 1784.
Alkyla idoamine, insbesondere Fettsäureamidoamine wie das unter der Bezeichnung Tego Amid®S 18 erhältliche Stearylamidopropyldimethylamin, zeichnen sich neben einer guten konditionierenden Wirkung speziell durch ihre gute biologische Abbaubarkeit aus.
Ebenfalls sehr gut biologisch abbaubar sind quatemäre Esterverbindungen, sogenannte "Esterquats", wie die unter dem Warenzeichen Stepantex® vertriebenen Dialkyl-ammoni- ummethosulfate sowie die entsprechenden Produkte der Dehyquart3-Serie.Alkyla idoamines, in particular fatty acid amidoamines such as the stearylamidopropyldimethylamine available under the name Tego Amid ® S 18, are characterized not only by a good conditioning effect but also by their good biodegradability. Quaternary ester compounds, so-called "esterquats", such as the dialkylammonium methosulfates sold under the trademark Stepantex ® and the corresponding products of the Dehyquart 3 series are also very readily biodegradable.
Bevorzugte pflanzliche Öle und Wachse als konditionierende Wirkstoffe sind Jojobaöl. Sonnenblumenöl, Orangenöl, Mandelöl, Weizenkeimöl und Pfirsichkemöl. Jojobaöl und Orangenöl sind besonders bevorzugt.Preferred vegetable oils and waxes as conditioning agents are jojoba oil. Sunflower oil, orange oil, almond oil, wheat germ oil and peach seed oil. Jojoba oil and orange oil are particularly preferred.
Insbesondere für die Formulierung sehr milder Zubereitungen hat es sich weiterhin als vorteilhaft erwiesen, wenn die Menge an gelösten anorganischen Salzen auf weniger als 2 Gew.-%, insbesondere weniger als 0,5 Gew.-% begrenzt wird. Dabei ist auch zu beachten, daß solche Salze nicht nur z.B. zur Einstellung der Viskosität zugegeben werden, sondern auch durch andere Wirkstoffe, insbesondere Tenside, eingebracht werden können.For the formulation of very mild preparations in particular, it has also proven to be advantageous if the amount of dissolved inorganic salts is limited to less than 2% by weight, in particular less than 0.5% by weight. It should also be noted that such salts are not only e.g. to adjust the viscosity, but can also be introduced by other active ingredients, in particular surfactants.
Weitere übliche Bestandteile für die erfindungsgemäßen Mittel sind: nichtionische Polymere wie beispielsweise Vinylpyrrolidon/Vinylacrylat-Copo- lymere, Polyvinylpyrrolidon und Vinylpyrrolidon/Vinylacetat-Copolymere, anionische Polymere, wie Polyacryl- und Polymethacrylsäuren, deren Salze, deren Copolymere mit Acrylsäure- und Methacrylsäureestern und -amiden und deren Derivate, die durch Kreuzvernetzung mit polyfunktionellen Agentien erhalten werden, Polyoxycarbonsäuren, wie Polyketo- und Polyaldehydocarbonsäuren und deren Salze, sowie Polymere und Copolymere der Crotonsäure mit Estem und Amiden der Acryl- und der Methacrylsäure, wie Vinylacetat-Crotonsäure- und Vinylacetat-Vinylpropio- nat-Crotonsäure-Copolymere, Strukturanten wie Glucose und Maleinsäure, haarkonditionierende Verbindungen wie Phospholipide, beispielsweise Sojalecithin, Ei-Lecithin und Kephaline, weitere Parfümöle, insbesondere solche mit der Duftnote einer Frucht, wie beispielsweise von Apfel, Birne, Erdbeere, Pfirsich, Aprikose, Ananas, Banane, Kirsche, Kiwi, Mango, Kokos, Mandel, Grapefruit, Maracuja, Mandarine und Melone, oder
der Duftnote eines Genußmittels, wie beispielsweise von Tabak, Cola. Kaugummi. Guarana. Schokolade, Kakao, Vanille, Sarsaparilla. Pfefferminze und Rum. Dimethylisosorbid und Cyclodextrine,Other customary constituents for the agents according to the invention are: nonionic polymers such as, for example, vinylpyrrolidone / vinyl acrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone / vinyl acetate copolymers, anionic polymers such as polyacrylic and polymethacrylic acids, their salts, their copolymers with acrylic and methacrylic acid esters and - amides and their derivatives, which are obtained by crosslinking with polyfunctional agents, polyoxycarboxylic acids, such as polyketo and polyaldehydocarboxylic acids and their salts, and polymers and copolymers of crotonic acid with esters and amides of acrylic and methacrylic acid, such as vinyl acetate-crotonic acid and vinyl acetate- Vinyl propionate-crotonic acid copolymers, structurants such as glucose and maleic acid, hair-conditioning compounds such as phospholipids, for example soy lecithin, egg lecithin and cephalins, other perfume oils, in particular those with the fragrance of a fruit, such as apple, pear, E. Strawberry, peach, apricot, pineapple, banana, cherry, kiwi, mango, coconut, almond, grapefruit, passion fruit, mandarin and melon, or the fragrance of a luxury, such as tobacco, cola. Chewing gum. Guarana. Chocolate, cocoa, vanilla, sarsaparilla. Peppermint and rum. Dimethyl isosorbide and cyclodextrins,
Lösungsvermittler, wie Ethanol. Isopropanol, Ethylenglykol. Propylenglykol. Glyce- rin, Diethylenglykol und ethoxylierte Triglyceride, Farbstoffe,Solubilizers, such as ethanol. Isopropanol, ethylene glycol. Propylene glycol. Glycerin, diethylene glycol and ethoxylated triglycerides, dyes,
Antischuppenwirkstoffe wie Climbazol, Piroctone Olamine und Zink Omadine, Wirkstoffe wie Bisabolol, Allantoin, Panthenol, Niacinmid, Tocopherol und Pflanzenextrakte, Lichtschutzmittel,Anti-dandruff active ingredients such as climbazole, piroctone olamine and zinc omadine, active ingredients such as bisabolol, allantoin, panthenol, niacinmid, tocopherol and plant extracts, light stabilizers,
Konsistenzgeber wie Zuckerester, Polyolester oder Polyolalkylether, Fette und Wachse, wie Walrat, Bienenwachs, Montanwachs, Paraffine, Ester, Glyce- ride und Fettalkohole, Fettsäurealkanolamide,Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers, fats and waxes such as walrus, beeswax, montan wax, paraffins, esters, glycerides and fatty alcohols, fatty acid alkanolamides,
Komplexbildner wie EDTA, NTA, ß-Alanindiessigsäure und Phosphonsäuren. Quell- und Penetrationsstoffe wie PCA, Glycerin, Propylenglykolmonoethylether. Carbonate. Hydrogencarbonate, Guanidine, Harnstoffe sowie primäre, sekundäre und tertiäre Phosphate,Complexing agents such as EDTA, NTA, ß-alaninediacetic acid and phosphonic acids. Swelling and penetration substances such as PCA, glycerin, propylene glycol monoethyl ether. Carbonates. Hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates,
Trübungsmittel wie Latex oder Styrol/Acrylamid-Copolymere, Perlglanzmittel wie Ethylenglykolmono- und -distearat oder PEG-3-distearat, direktziehende Farbstoffe sogenannte Kuppler- und Entwicklerkomponenten als Oxidationsfarbstoffvorpro- dukte,Opacifiers such as latex or styrene / acrylamide copolymers, pearlescent agents such as ethylene glycol mono- and distearate or PEG-3 distearate, direct dyes so-called coupler and developer components as oxidation dye precursors,
Reduktionsmittel wie z.B. Thioglykolsäure und deren Derivate, Thiomilchsäure, Cy- steamin, Thioäpfelsäure und α-Mercaptoethansulfonsäure, Oxidationsmittel wie Wasserstoffperoxid, Kaliumbromat und Natriumbromat, Treibmittel wie Propan-Butan-Gemische, N2O, Dimethylether, CO2 und Luft sowieReducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cytamine, thio malic acid and α-mercaptoethanesulfonic acid, oxidizing agents such as hydrogen peroxide, potassium bromate and sodium bromate, blowing agents such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air and
Antioxidantien, Bitterstoffe, wie beispielsweise Denatonium Benzoate.
Ebenfalls Gegenstand der Erfindung ist die Verwendung eines Mittels nach einem der Ansprüche 1 bis 10 zur Reinigung von Haut und Haaren.Antioxidants, bitter substances, such as Denatonium Benzoate. The invention also relates to the use of an agent according to one of claims 1 to 10 for cleaning skin and hair.
Die folgenden Beispiele sollen die Erfindung näher erläutern.
The following examples are intended to explain the invention in more detail.
BeispieleExamples
Alle Mengenangaben sind, soweit nicht anders vermerkt, Gewichtsteile. 1. HaarshampoosUnless otherwise noted, all quantities are parts by weight. 1. Hair shampoos
Natriumlaurylethersulfat (ca. 70 % Aktivsubstanz in Wasser: INCI-Bezeichnung: Sodium Laureth Sulfat) (HENKEL) Sodium lauryl ether sulfate (approx. 70% active substance in water: INCI name: Sodium Laureth Sulfate) (HENKEL)
N,N-Dimethyl-N-kokosamidopropylammoniumacetobetain (ca. 30 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Cocamidopropylbetain) (CLARIANT) N-Kokosfettsäureamidoethyl-N-2-hydroxyethylglycin-Natriumsalz (ca. 50 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Disodium Cocoamphodiacetate) (WITCO) neutralisierter Ester von Alkylpolyglukose mit Weinsäure (ca. 30 % Aktivsubstanz in Wasser; INCI-Bezeichnung( vorläufig): Sodium Cocopolyglucose Tartrate) (CESALPINIA) neutralisierter Ester von Alkylpolyglukose mit Zitronensäure (ca. 30 % Aktivsubstanz in Wasser; INCI-Bezeichnung(vorläufig): Sodium Cocopolyglucose Citrate) (CESALPINIA)N, N-Dimethyl-N-coconut amidopropylammonium acetobetaine (approx. 30% active substance in water; INCI name: Cocamidopropyl betaine) (CLARIANT) N-coconut fatty acid amidoethyl-N-2-hydroxyethylglycine sodium salt (approx. 50% active substance in water; INCI name : Disodium Cocoamphodiacetate) (WITCO) neutralized ester of alkyl polyglucose with tartaric acid (approx. 30% active substance in water; INCI name (provisional): Sodium Cocopolyglucose Tartrate) (CESALPINIA) neutralized ester of alkyl polyglucose with citric acid (approx. 30% active substance in water ; INCI name (provisional): Sodium Cocopolyglucose Citrate) (CESALPINIA)
C8.14-Alkylpolyglucosid (ca. 52 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Coco Glucoside) (HENKEL)C 8 . 14 -alkyl polyglucoside (approx. 52% active substance in water; INCI name: Coco Glucoside) (HENKEL)
C12.14-Fettalkohol + 2,5 Ethylenoxid (INCI-Bezeichnung:-Laureth-2) (HENKEL) Kokosmonoglycerid + 7,3 Ethylenoxid (INCI-Bezeichnung: PEG-7 Glyceryl Cocoate) (HENKEL)C 12 . 14 -Fatty alcohol + 2.5 ethylene oxide (INCI name: -Laureth-2) (HENKEL) coconut monoglyceride + 7.3 ethylene oxide (INCI name: PEG-7 Glyceryl Cocoate) (HENKEL)
D-Panthenylalkohol (75 % Aktivsubstanz in Wasser) (HOFFMANN LA-ROCHE) quaternierte Hydroxyethylcellulose (INCI-Bezeichnung: Polyquaternium- 10) (AMERCHOL)D-panthenyl alcohol (75% active substance in water) (HOFFMANN LA-ROCHE) quaternized hydroxyethyl cellulose (INCI name: Polyquaternium-10) (AMERCHOL)
Dimethyldiallylammoniumchlorid-Acrylamid-Copolymer (ca. 9 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Polyquaternium-7) (MERCK)Dimethyldiallylammonium chloride-acrylamide copolymer (approx. 9% active substance in water; INCI name: Polyquaternium-7) (MERCK)
Hyckoxypropylguar-Gιιarhydroxypropyltrimemyl---mmomumchlorid (ca. 87 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Hydroxypropyl Guar Hydroxypropyltrimonium Chloride) (RHONE POULENC) Benzyldiethyl((2,6-xylylcarbamoyl)methyl)-ammoniumbenzoat (2,5 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Aqua, Denatonium Benzoate) (MACFARLAN SMITH)
Hydroxy-4-methyl-6(2.4,4-trimethylpentyl)-2-pyridon-Monoethanolamin-SalzHyckoxypropylguar-gιιarhydroxypropyltrimemyl --- mmomumchlorid (approx. 87% active substance in water; INCI name: Hydroxypropyl Guar Hydroxypropyltrimonium Chloride) (RHONE POULENC) Benzyldiethyl ((2,6-xylylcarbamoyl) methyl) -ammonium benzoate (2.5% active substance in water ; INCI name: Aqua, Denatonium Benzoate) (MACFARLAN SMITH) Hydroxy-4-methyl-6 (2,4,4-trimethylpentyl) -2-pyridone monoethanolamine salt
(INCI-Bezeichnung: Piroctone Olamine) (CLARIANT)(INCI name: Piroctone Olamine) (CLARIANT)
Weizenproteinhydrolysat (ca. 18 % Aktivsubstanz; INCI-Bezeichnung: HydrolvzedWheat protein hydrolyzate (approx. 18% active substance; INCI name: Hydrolvzed
Wheat Protein) (DGF STOESS)Wheat Protein) (DGF STOESS)
Silikon-Emulsion (INCI-Bezeichnung: Dimethiconol (and) TEA-Dodecylbenzene- sulfonate) (CALGON)
Silicone emulsion (INCI name: Dimethiconol (and) TEA-Dodecylbenzenesulfonate) (CALGON)
Claims
1. Wäßriges kosmetisches Mittel zur Behandlung der Haare oder der Haut auf einer milden Tensidgrundlage, dadurch gekennzeichnet, daß es enthält: als Tensid mindestens einen Ester einer hydroxysubstituierten Bi- oder Tricar- bonsäure (A) mit der allgemeinen Formel (I),1. Aqueous cosmetic agent for the treatment of hair or skin on a mild surfactant base, characterized in that it contains: as surfactant at least one ester of a hydroxy-substituted bi- or tricarboxylic acid (A) with the general formula (I),
XX
I HO — C — COOR1 (I)I HO - C - COOR 1 (I)
II.
Y — CH — COOR2 Y - CH - COOR 2
in derin the
X H oder eine -CH2COOR-Gruρpe ist,XH or a -CH 2 COOR group,
Y H oder -OH ist unter der Bedingung, daß Y H ist, wenn X -CH,COOR ist. R, R1 und R2 unabhängig voneinander ein Wasserstoffatom, ein Alkali- oder Erdalkalimetallkation, eine Ammoniumgruppe, das Kation einer ammoniumorganischen Base oder einen Rest Z, der von einer polyhydroxylierten organischen Verbindung stammt, die aus der Gruppe, die veretherte (C6-C,g)-Alkyl- Polysaccharide mit 1 bis 6 monomeren Saccharideinheiten und veretherte aliphatische (C6-C16)-Hydroxyalkyl-Polyole mit 2 bis 16 Hydroxylresten umfaßt, ausgewählt ist, bedeuten, unter der Bedingung, daß mindestens eine der Gruppen R, R1 oder R2 ein Rest Z ist, und einen Wirkstoff mit konservierenden Eigenschaften (B), ausgewählt aus Benzoesäure, gesättigen oder ungesättigten Carbonsäuren und Ketocarbonsäuren, deren Derivaten und deren physiologisch verträglichen Salzen, mit der Maßgabe, daß der pH- Wert des Mittels in dem Bereich von 4 bis 5,5 liegt.YH or -OH is provided that if X is -CH, COOR is YH. R, R 1 and R 2 independently of one another represent a hydrogen atom, an alkali metal or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z which comes from a polyhydroxylated organic compound which is selected from the group consisting of etherified (C 6 - C, g ) -alkyl polysaccharides with 1 to 6 monomeric saccharide units and etherified aliphatic (C 6 -C 16 ) -hydroxyalkyl polyols with 2 to 16 hydroxyl radicals are selected, on the condition that at least one of the groups R , R 1 or R 2 is a radical Z, and an active ingredient with preservative properties (B) selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids, their derivatives and their physiologically tolerable salts, with the proviso that the pH of the Mean is in the range of 4 to 5.5.
2. Mittel nach Anspruch 1, dadurch gekennzeichnet, daß der Rest Z der Verbindungen gemäß Formel (I) ein Polyglucose-(C6-Clg)-monoaikylether mit 1 bis 6 Glukose- einheiten ist.
2. Composition according to claim 1, characterized in that the radical Z of the compounds of formula (I), a polyglucose (C 6 -C lg) -monoaikylether units is from 1 to 6 glucose invention.
3. Mittel nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß die hydroxy- substituierte Bi- oder Tricarbonsäure ausgewählt ist aus Weinsäure und Zitronensäure.3. Composition according to claim 1 or 2, characterized in that the hydroxy-substituted bi- or tricarboxylic acid is selected from tartaric acid and citric acid.
4. Mittel nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß der Wirkstoff (B) Sorbinsäure, Laevulinsäure, Benzoesäure, Salicylsäure oder ein physiologisch verträgliches Salz dieser Säuren ist.4. Agent according to one of claims 1 to 3, characterized in that the active ingredient (B) is sorbic acid, laevulinic acid, benzoic acid, salicylic acid or a physiologically acceptable salt of these acids.
5. Mittel nach Anspruch 4. dadurch gekennzeichnet, daß als Wirkstoff (B) eine Kombination aus Salicylsäure oder einem Salicylsäuresalz einerseits und Benzoesäure oder einem Benzoesäuresalz andererseits enthalten ist.5. Composition according to claim 4, characterized in that a combination of salicylic acid or a salicylic acid salt on the one hand and benzoic acid or a benzoic acid salt on the other is contained as active ingredient (B).
6. Mittel nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet daß es sich um ein Haarreinigungsmittel, ein Duschbad, ein Schaumbad oder eine Flüssigseife handelt.6. Composition according to one of claims 1 to 5, characterized in that it is a hair cleaning agent, a shower bath, a foam bath or a liquid soap.
7. Mittel nach einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß es mindestens ein weiteres Tensid enthält.7. Composition according to one of claims 1 to 6, characterized in that it contains at least one further surfactant.
8. Mittel nach Anspruch 7, dadurch gekennzeichnet, daß das weitere Tensid ausgewählt ist aus anionischen, zwitterionischen, amphoteren und nichtionogenen Tensiden.8. Composition according to claim 7, characterized in that the further surfactant is selected from anionic, zwitterionic, amphoteric and nonionic surfactants.
9. Mittel nach Anspruch 8, dadurch gekennzeichnet, das es ein zwitterionisches Tensid in Kombination mit einem anionischen und/oder einem nichtionogenen Tensid enthält.9. Composition according to claim 8, characterized in that it contains a zwitterionic surfactant in combination with an anionic and / or a nonionic surfactant.
10. Mittel nach einem der Ansprüche 1 bis 9, dadurch gekennzeichnet, daß es ein organisches Verdickungsmittel enthält.
10. Composition according to one of claims 1 to 9, characterized in that it contains an organic thickener.
1. Verwendung eines Mittels nach einem der Ansprüche 1 bis 10 zur Reinigung von Haut oder Haaren.
1. Use of an agent according to any one of claims 1 to 10 for cleaning skin or hair.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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AU45423/00A AU4542300A (en) | 1999-04-12 | 2000-04-04 | Aqueous cosmetic product which contains tartaric or citric acid esters of the alkyl polyglucose and an acidic active substance with preservative properties |
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DE19916335A DE19916335A1 (en) | 1999-04-12 | 1999-04-12 | Cosmetic agent and use |
DE19916335.9 | 1999-04-12 |
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PCT/EP2000/002967 WO2000061099A1 (en) | 1999-04-12 | 2000-04-04 | Aqueous cosmetic product which contains tartaric or citric acid esters of the alkyl polyglucose and an acidic active substance with preservative properties |
PCT/EP2000/003195 WO2000061066A2 (en) | 1999-04-12 | 2000-04-11 | Cosmetic product and its use |
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PCT/EP2000/003195 WO2000061066A2 (en) | 1999-04-12 | 2000-04-11 | Cosmetic product and its use |
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EP2020223A2 (en) | 2007-08-01 | 2009-02-04 | Beiersdorf AG | Hair treatment agent containing diamonds |
DE202008013432U1 (en) | 2007-10-17 | 2009-03-19 | Beiersdorf Ag | Hair treatment products VII |
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DE20319655U1 (en) * | 2003-12-18 | 2004-03-04 | Beiersdorf Ag | Cosmetic cleaning preparation with improved care properties |
US7282471B2 (en) | 2005-09-08 | 2007-10-16 | Conopco, Inc. | Personal care compositions with glycerin and hydroxypropyl quaternary ammonium salts |
US7176172B2 (en) | 2004-10-25 | 2007-02-13 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Quaternary ammonium polyol salts as anti-aging actives in personal care compositions |
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US8124063B2 (en) | 2004-10-25 | 2012-02-28 | Conopco, Inc. | Method for moisturizing human skin using dihydroxypropyltri(C1-C3 alkyl) ammonium salts |
US7087560B2 (en) | 2004-10-25 | 2006-08-08 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Personal care composition with salts of dihydroxypropyltri(C1-C3 alkyl) ammonium monosubstituted polyols |
DE102005013489A1 (en) * | 2005-03-21 | 2006-09-28 | Henkel Kgaa | Hair cleaning agent, useful in cosmetic composition, preferably hair cleaning agents, comprises surfactant, organic acids, homo- or copolymers of acrylic acid and/or methacrylic acid and its esters |
US7659234B2 (en) | 2006-03-07 | 2010-02-09 | Conopco, Inc. | Personal care compositions containing quaternary ammonium trihydroxy substituted dipropyl ether |
US7794741B2 (en) | 2007-05-30 | 2010-09-14 | Conopco, Inc. | Enhanced delivery of certain fragrance components from personal care compositions |
FR2940071A1 (en) * | 2008-12-22 | 2010-06-25 | Oreal | Composition, useful e.g. for washing hair, comprises anionic surfactants, alkyl ether carboxylic acid anionic surfactants, amphoteric/zwitterionic surfactants, nonionic alkyl(poly)glycoside surfactants and non-silicone fatty substance |
EP2198850A1 (en) * | 2008-12-22 | 2010-06-23 | L'oreal | Cosmetic composition containing four types of surfactants and one non-silicone fatty derivative |
FR2940072B1 (en) * | 2008-12-22 | 2011-03-11 | Oreal | DETERGENT COSMETIC COMPOSITION COMPRISING FOUR SURFACTANTS AND NON-SILICONE LIQUID FATTY BODY |
CN102985062B (en) | 2010-07-19 | 2015-11-25 | 高露洁-棕榄公司 | There is the Cleasing compositions of decyl glucoside and Coco-Glucoside |
US10987292B2 (en) | 2013-11-11 | 2021-04-27 | Colgate-Palmolive Company | Preservative system |
US11096878B2 (en) * | 2018-05-31 | 2021-08-24 | L'oreal | Concentrated rinse-off cleansing composition |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0510564A1 (en) * | 1991-04-24 | 1992-10-28 | AUSCHEM S.P.A. in fallimento | Procedure for the preparation of surface-active agents derived from di- or tri-carboxylic acids |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994007458A1 (en) * | 1992-09-29 | 1994-04-14 | Henkel Kommanditgesellschaft Auf Aktien | Hair after-treating agents |
EP0793712B1 (en) * | 1994-11-23 | 1998-10-14 | Colgate-Palmolive Company | Microemulsion light duty liquid cleaning compositions |
FR2785800B1 (en) * | 1998-11-12 | 2002-11-29 | Oreal | COSMETIC COMPOSITIONS CONTAINING ANIONIC ALKYLPOLYGLYCOSIDE SURFACTANT, GALACTOMANNAN GUM AND USES THEREOF |
FR2785797B1 (en) * | 1998-11-12 | 2002-10-18 | Oreal | COSMETIC COMPOSITIONS CONTAINING AN ANIONIC ALKYLPOLYGLYCOSIDE ESTER SURFACTANT AND WATER-INSOLUBLE LIQUID CONDITIONING AGENT AND USES THEREOF |
-
1999
- 1999-04-12 DE DE19916335A patent/DE19916335A1/en not_active Ceased
-
2000
- 2000-04-04 AU AU45423/00A patent/AU4542300A/en not_active Abandoned
- 2000-04-04 WO PCT/EP2000/002967 patent/WO2000061099A1/en active Application Filing
- 2000-04-11 WO PCT/EP2000/003195 patent/WO2000061066A2/en active Application Filing
- 2000-04-11 AU AU41170/00A patent/AU4117000A/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0510564A1 (en) * | 1991-04-24 | 1992-10-28 | AUSCHEM S.P.A. in fallimento | Procedure for the preparation of surface-active agents derived from di- or tri-carboxylic acids |
Non-Patent Citations (2)
Title |
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HUNTING, A.L.L.: "Encyclopedia of Shampoo Ingredents", MICELLE PRESS, CRANFORD, NEW JERSEY AND LONDON, ENGLAND, XP002145784 * |
VERZOTTI, T. ET AL.: "Alchilpoliglucosidi esteri: formulare con "delicatezza"", COSMETIC NEWS, vol. 112, January 1997 (1997-01-01) - February 1997 (1997-02-01), pages 29 - 31, XP000938713 * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2020223A2 (en) | 2007-08-01 | 2009-02-04 | Beiersdorf AG | Hair treatment agent containing diamonds |
DE102007037122A1 (en) | 2007-08-01 | 2009-02-05 | Beiersdorf Ag | Hair treatment preparations containing diamonds |
DE202008013431U1 (en) | 2007-08-01 | 2009-06-18 | Beiersdorf Ag | Hair treatment preparations containing diamonds |
DE202008013432U1 (en) | 2007-10-17 | 2009-03-19 | Beiersdorf Ag | Hair treatment products VII |
DE102007050371A1 (en) | 2007-10-17 | 2009-04-23 | Beiersdorf Ag | Hair treatment products VII |
EP2055294A2 (en) | 2007-10-17 | 2009-05-06 | Beiersdorf AG | Hair treatment agent comprising a crosslinked acrylic polymer |
Also Published As
Publication number | Publication date |
---|---|
DE19916335A1 (en) | 2000-10-19 |
WO2000061066A2 (en) | 2000-10-19 |
AU4117000A (en) | 2000-11-14 |
AU4542300A (en) | 2000-11-14 |
WO2000061066A3 (en) | 2001-02-22 |
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